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Journal articles on the topic '2-a]pyrimidines'

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Published: 4 June 2025

Last updated: 1 August 2025

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1

Barraclough, P., JW Black, D. Cambridge, et al. "Inotropic 2-arylimidazol[1,2-a]pyrimidines." European Journal of Medicinal Chemistry 27, no. 3 (1992): 207–17. http://dx.doi.org/10.1016/0223-5234(92)90004-k.

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2

Agarkov, A. S., A. K. Shiryaev, S. E. Solovieva, and I. S. Antipin. "Synthesis, chemocal properties and application of 2-substituted derivatives of thiazolo[3,2-<i>a</i>]pyrimidine." Журнал органической химии 59, no. 3 (2023): 285–315. http://dx.doi.org/10.31857/s0514749223030011.

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The review describes in detail the methods of obtaining thiazolo[3,2- a ]pyrimidines, synthesis and chemical properties of 2-substituted derivatives of thiazolo[3,2- a ]pyrimidines, analysis of crystal structures of 2-arylmethylidene derivatives of thiazolo[3,2- a ]pyrimidines and demonstrates their high antitumor, antibacterial and anti-inflammatory activity.

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3

Jismy, Badr, Mohamed Akssira, Damijan Knez, Gérald Guillaumet, Stanislav Gobec, and Mohamed Abarbri. "Efficient synthesis and preliminary biological evaluations of trifluoromethylated imidazo[1,2-a]pyrimidines and benzimidazo[1,2-a]pyrimidines." New Journal of Chemistry 43, no. 25 (2019): 9961–68. http://dx.doi.org/10.1039/c9nj01982k.

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Fluoromethylated imidazo[1,2-a]pyrimidines and benzimidazo[1,2-a]pyrimidines were synthesized through Michael addition/intramolecular cyclization reaction by condensation of 2-amino imidazole derivatives with ethyl 4,4,4-trifluorobut-2-ynate and using C–O bond activation.

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4

Abhishek, S. Saxena, Goel Atul, and Ji Ram Vishnu. "A convenient and expwitious synthesis of annulated N, S-heterocycles." Journal of Indian Chemical Society Vol. 80, Apr 2003 (2003): 311–18. https://doi.org/10.5281/zenodo.5839578.

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Medicinal Chemistry Division, Central Drug Research ln$titute, Lucknow-226 001, India E-mail : vjiram@yahoo.com_ Fax: 91-522-223405 <em>Manuscript received 19 September 2002</em> A convenient synthesis of titiett[2,3-<em>b</em>]pyridines (3), thieno[3,2-<em>c</em>]pxridines (4), pyrazolo[3,4-<em>b</em>]ipyridines (6), thieno[2,3- <em>d</em>]pyrimidines (9), pyridoll,2-althienol2,3-dlpyrimidines (11), pyrido[1,2-<em>a</em>]pyrimido141,51 : 4,5[thien:o[2,3-<em>d</em>]pyrimidines (12), pyrido[1,2-<em>a</em>]pyrimido[4,5-<em>d</em>]pyiimidines (13) and pyrazolor[3,4-<em>d</em>]pyrimido[1,2-a]pyrim

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5

Gomha, Sobhi, Ikhlass Abbas, Mohamed Elneairy, Mahmoud Elaasser, and Bazada Mabrouk. "Antimicrobial and anticancer evaluation of a novel synthetic tetracyclic system obtained by Dimroth rearrangement." Journal of the Serbian Chemical Society 80, no. 10 (2015): 1251–64. http://dx.doi.org/10.2298/jsc141222022g.

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A series of pyrido[3',2':4,5]thieno[2,3-e][1,2,4]triazolo[4,3-c]pyrimidines were prepared via oxidative cyclization of 4-(2-arylidenehydrazinyl)pyrido [3',2':4,5]thieno[3,2-d] pyrimidines. Dimroth rearrangement of such a series yielded pyrido[3',2':4,5]thieno[2,3-e][1,2,4]triazolo[1,5-c]pyrimidines. The reaction mechanism was proposed and the products were screened for their antimicrobial and anticancer activities. From the antimicrobial screening results, it can be seen that compounds 8c, 9f and 10c showed excellent activity against gram positive bacteria while compounds 10d and 8c showed the

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6

Petrova, O. V., L. N. Sobenina, A. P. Demenev, A. I. Mikhaleva, and I. A. Ushakov. "Synthesis of Functionalized 2-(2-Pyrrolyl)pyrazolo[1,5-a]pyrimidines." Russian Journal of Organic Chemistry 39, no. 10 (2003): 1471–76. http://dx.doi.org/10.1023/b:rujo.0000010564.39518.5e.

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7

Behera, Manoranjan, M. Sambaiah, Poosa Mallesham, et al. "Tandem Schiff-Base Formation/Heterocyclization: An Approach to the Synthesis of Fused Pyrazolo–Pyrimidine/Isoxazolo-Pyrimidine Hybrids." Synlett 30, no. 05 (2019): 586–92. http://dx.doi.org/10.1055/s-0037-1612081.

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A new synthesis of pyrazolo[4,3-d]pyrimidines and isoxazolo[4,5-d]pyrimidines is described. Key steps in the synthesis involve Stille coupling of 4,6-dichloro-2-phenyl-pyrimidine with tributyl(1-ethoxyvinyl)stannane and tandem Schiff-base formation/heterocyclization of 2,6-di-aryl-5-fluoro-4-acetylpyrimidine with hydrazines or hydroxylamine to give pyrazolo[4,3-d]pyrimidines and isoxazolo[4,5-d]pyrimidines, respectively. The position of the fluoro group in the pyrimidine ring is important for the success of heterocylization reaction.

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8

Geies, A. A., A. M. Kamal El-Dean, A. A. Abd El-Hafez, and A. M. Gaber. "SYNTHESIS OF SOME THIAZOLO-[3, 2=a]PYRIMIDINES." Phosphorus, Sulfur, and Silicon and the Related Elements 56, no. 1-4 (1991): 87–93. http://dx.doi.org/10.1080/10426509108038070.

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9

BARRACLOUGH, P., J. W. BLACK, D. CAMBRIDGE, et al. "ChemInform Abstract: Inotropic 2-Arylimidazol(1,2-a)pyrimidines." ChemInform 23, no. 39 (2010): no. http://dx.doi.org/10.1002/chin.199239212.

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10

Romero-Ortega, Moisés, Michelle Trujillo-Lagunas, Ignacio Medina-Mercado, Ivann Zaragoza-Galicia, and Horacio Olivo. "A Synthesis of 4-Chloro-2-(trichloromethyl)pyrimidines and Their Study in Nucleophilic Substitution." Synthesis 51, no. 02 (2018): 530–37. http://dx.doi.org/10.1055/s-0037-1610270.

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A convenient two-step, one-pot synthesis of 4-chloro-2-(trichloromethyl)pyrimidines starting from 2-(trichloromethyl)-1,3-diazabutadienes is described. These nitrogen heterocycles were prepared by a sequential acylation/intramolecular cyclization reaction between 2-(trichloromethyl)-1,3-diazabutadienes and acyl chlorides in the presence of triethylamine followed by treatment with POCl3. This is the first report for the synthesis of this type of 4-chloro-2-(trichloromethyl)pyrimidine derivatives and serves as a source for a wide variety of other substituted pyrimidines by nucleophilic substitut

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11

Gad-Elkareem, Mohamed A. M., Azza M. Abdel-Fattah, and Mohamed A. A. Elneairy. "Pyrazolo[3,4-b]pyridine in heterocyclic synthesis: synthesis of new pyrazolo[3,4-b]pyridines, imidazo[1',2':1,5]pyrazolo[3,4-b]pyridines, and pyrido[2',3':3,4]pyrazolo[1,5-a]pyrimidines." Canadian Journal of Chemistry 85, no. 9 (2007): 592–99. http://dx.doi.org/10.1139/v07-089.

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Pyrazolo[3,4-b]pyridine derivatives 7 and 9 were synthesized via the reaction of 3-amino-1H-pyrazolo-[3,4-b]pyridine derivative 2 with ω-bromoacetophenones. Reaction of 7 and 9 with Ac2O afforded the imidazo[1',2':1,5]py razolo[3,4-b]pyridine derivative 8 and pyrazolo[3,4-b]pyridine derivative 10, respectively. Reaction of 2 with chloroacetonitrile followed by DMF-DMA gave imidazo[1',2':1,5]pyrazolo[3,4-b]pyridines 4 and 5, respectively. Acetyl acetone and 1,1-dicyano-2,2-dimethylthioethene were reacted with 2 to afford the pyrido[2',3':3,4]pyrazolo-[1,5-a]-pyrimidines 11 and 14, respectively.

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12

Borrell, José I., Jordi Teixidó, Blanca Martínez-Teipel, et al. "An Unequivocal Synthesis of 4-Amino-1,5,6,8-tetrahydropyrido[2,3-d]pyrimidine-2,7-diones and 2-Amino-3,5,6,8-tetrahydropyrido[2,3-d]pyrimidine-4,7-diones." Collection of Czechoslovak Chemical Communications 61, no. 6 (1996): 901–9. http://dx.doi.org/10.1135/cccc19960901.

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An unequivocal set of procedures for the synthesis of 4-amino-1,5,6,8-tetrahydropyrido[2,3-d]pyrimidine-2,7-diones (7) and 2-amino-3,5,6,8-tetrahydropyrido[2,3-d]pyrimidine-4,7-diones (8), in a maximum of four steps from an α,β-unsaturated ester 1, is reported. Thus, the acid hydrolysis of the 2,4-diaminopyrido[2,3-d]pyrimidines 3 yields the 4-amino-2-oxopyrido[2,3-d]pyrimidines 7 while the cyclization of the Michael adducts 9 (formed by reaction of 1 and methyl cyanoacetate) with guanidine affords the corresponding 2-amino-4-oxopyrido[2,3-d]pyrimidines 8. Both isomers were also obtained by hy

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13

Waring, Michael J., David J. Baker, Stuart N. L. Bennett, et al. "Discovery of a series of 2-(pyridinyl)pyrimidines as potent antagonists of GPR40." MedChemComm 6, no. 6 (2015): 1024–29. http://dx.doi.org/10.1039/c5md00037h.

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14

Ofitserova, E. S., L. N. Alekseeva, A. A. Shklyarenko, and I. P. Yakovlev. "Biological Activity of New 1-Benzoyl-Subctituted 6-(Methylthio)-4-Chloro-1h-Pyrazolo[3,4-D]Pyrimidines." Medicina 8, no. 3 (2020): 76–84. http://dx.doi.org/10.29234/2308-9113-2020-8-3-76-84.

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The article presents results of the study of the biological activity of newly synthesized 1-benzoyl-substituted-6- (methylthio) -4-chloro-1H-pyrazolo [3,4-d] pyrimidines. The acute toxicity of 2-aryl-6- (methylthio) -4-chloro-2H-pyrazolo [3,4-d] pyrimidines was determined experimentally on non-linear white male mice with a total weight of 16-20 g. A generation model was used to experimentally evaluate the analgesic activity acetic "writhing" in mice. It was experimentally confirmed that the synthesized new 2-aryl-6- (methylthio) -4-chloro-2H-pyrazolo [3,4-d] pyrimidines are non-toxic and have

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15

Barlin, GB, LP Davies, SJ Ireland, MML Ngu, and JK Zhang. "Imidazo[1,2-b]pyridazines. XII. Syntheses and Central Nervous System Activities of Some Substituted Imidazo[1,2-b]pyridazines and Related Imidazo[1,2-a]pyridines, Imidazo[1,2-a]pyrimidines and Imidazo[1,2-a]pyrazines." Australian Journal of Chemistry 45, no. 5 (1992): 877. http://dx.doi.org/10.1071/ch9920877.

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Syntheses are reported for some 6-chloro(alkoxy,alkylthio and pheny1thio)-3-benzamidomethyl-(acetamidomethyl and methoxy)-2-arylimidazo[1,2-apyridines and some corresponding imidazo- [1,2- b]pyridazines, imidazo[1,2-a[pyrimidines and imidazo[l,2-a]pyrazines. IC50 values (or percentage displacement) are reported and discussed for the displacement of [3H]diazepam from rat brain membrane by each of these compounds. The imidazo[l,2-a[pyridines were generally slightly less potent than the imidazo[l,2- b]pyridazines but considerably more potent than the corresponding imidazo[1,2-a]pyrimidines or imi

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16

Dawood, Dina H., Eman M. H. Abbas, Thoraya A. Farghaly, Mamdouh M. Ali, and Mohammed F. Ibrahim. "ZnO Nanoparticles Catalyst in the Synthesis of Bioactive Fused Pyrimidines as Anti-breast Cancer Agents Targeting VEGFR-2." Medicinal Chemistry 15, no. 3 (2019): 277–86. http://dx.doi.org/10.2174/1573406414666180912113226.

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Background: Pyrimidines emerged as a remarkable class of heterocyclic compounds that have reinforced the pharmaceutical chemistry with various bioactive antitumor agents. Moreover, pyrimidine scaffold displayed VEGFR-2 inhibitory activity. Also, nano-sized catalysts are used in organic reactions in order to speed up the catalytic process. Objective: We were interested herein to synthesize a new series of fused pyrimidines using ZnO(NPs) to investigate their antitumor efficiency against breast MCF7 cancer and their VEGFR- 2 inhibition properties. Method: A simple and efficient method for the sy

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17

Kamala, K., P. Jayaprasad Rao, and K. Kondal Reddy. "Synthesis of 2-Aryl[1,2,4]triazolo[1,5-a]pyrimidines." Bulletin of the Chemical Society of Japan 61, no. 10 (1988): 3791–93. http://dx.doi.org/10.1246/bcsj.61.3791.

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18

Prasad, V. S. R., and K. Kondal Reddy. "Synthesis of 2-Aryl-1,2,4-triazolo[1,5-a]Pyrimidines." Synthetic Communications 20, no. 17 (1990): 2617–22. http://dx.doi.org/10.1080/00397919008051469.

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19

Nwachukwu, Chideraa I., Leanna J. Patton, Nathan P. Bowling, and Eric Bosch. "Ditopic halogen bonding with bipyrimidines and activated pyrimidines." Acta Crystallographica Section C Structural Chemistry 76, no. 5 (2020): 458–67. http://dx.doi.org/10.1107/s2053229620005082.

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The potential of pyrimidines to serve as ditopic halogen-bond acceptors is explored. The halogen-bonded cocrystals formed from solutions of either 5,5′-bipyrimidine (C8H6N4) or 1,2-bis(pyrimidin-5-yl)ethyne (C10H6N4) and 2 molar equivalents of 1,3-diiodotetrafluorobenzene (C6F4I2) have a 1:1 composition. Each pyrimidine moiety acts as a single halogen-bond acceptor and the bipyrimidines act as ditopic halogen-bond acceptors. In contrast, the activated pyrimidines 2- and 5-{[4-(dimethylamino)phenyl]ethynyl}pyrimidine (C14H13N3) are ditopic halogen-bond acceptors, and 1:1 halogen-bonded cocrysta

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20

Scapin, Elisandra, Paulo R. S. Salbego, Caroline R. Bender, et al. "Synthesis, effect of substituents on the regiochemistry and equilibrium studies of tetrazolo[1,5-a]pyrimidine/2-azidopyrimidines." Beilstein Journal of Organic Chemistry 13 (November 10, 2017): 2396–407. http://dx.doi.org/10.3762/bjoc.13.237.

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An efficient synthesis methodology for a series of tetrazolo[1,5-a]pyrimidines substituted at the 5- and 7-positions from the cyclocondensation reaction [CCC + NCN] was developed. The NCN corresponds to 5-aminotetrazole and CCC to β-enaminone. Two distinct products were observed in accordance with the β-enaminone substituent. When observed in solution, the compounds can be divided into two groups: (a) precursor compounds with R = CF3 or CCl3, which leads to tetrazolo[1,5-a]pyrimidines in high regioselectivity with R at the 7-position of the heterocyclic ring; and (b) precursor compounds with R

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21

S., EL·BAHAIE, G. ASSY M., F. EL-FARARGY A., and M.M.HAMAD. "Synthesis of 2-(2-Arylvinyl)thiopyrano- [2,3-d]pyrimidines." Journal of Indian Chemical Society Vol. 67, May 1990 (1990): 436–38. https://doi.org/10.5281/zenodo.6280544.

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Chemistry Department, Faculty of Science, Zagazig University, Zagazig A R.E., Egypt <em>Manuscript received 1 September 1989, accepted 1 January 1990</em> Synthesis of 2-(2-Arylvinyl) thiopyrano- [2,3-<em>d</em>]pyrimidines 

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22

Stefanello, Felipe S., Jean C. B. Vieira, Juliane N. Araújo, et al. "Solution and Solid-State Optical Properties of Trifluoromethylated 5-(Alkyl/aryl/heteroaryl)-2-methyl-pyrazolo[1,5-a]pyrimidine System." Photochem 2, no. 2 (2022): 345–57. http://dx.doi.org/10.3390/photochem2020024.

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This paper describes the photophysical properties of a series of seven selected examples of 5-(alkyl/aryl/heteroaryl)-2-methyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidines (3), which contain alkyl, aryl, and heteroaryl substituents attached to the scaffolds of 3. Given the electron-donor groups and -withdrawing groups, the optical absorption and emission in the solid state and solution showed interesting results. Absorption UV–Vis and fluorescence properties in several solvents of a pyrazolo[1,5-a]pyrimidines series were investigated, and all derivatives were absorbed in the ultraviolet regio

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23

Kokorekin, Vladimir A., Sergey V. Neverov, Vera N. Kuzina, and Vladimir A. Petrosyan. "A New Method for the Synthesis of 3-Thiocyanatopyrazolo[1,5-a]pyrimidines." Molecules 25, no. 18 (2020): 4169. http://dx.doi.org/10.3390/molecules25184169.

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In this article, we demonstrate how an original effective “metal-free” and “chromatography-free” route for the synthesis of 3-thiocyanatopyrazolo[1,5-a]pyrimidines has been developed. It is based on electrooxidative (anodic) C–H thiocyanation of 5-aminopyrazoles by thiocyanate ion leading to 4-thiocyanato-5-aminopyrazoles (stage 1, yields up to 87%) following by their chemical condensation with 1,3-dicarbonyl compounds or their derivatives (stage 2, yields up to 96%). This method is equally effective for the synthesis of 3-thiocyanatopyrazolo[1,5-a]pyrimidines, both without substituents and wi

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24

Prezent, Mikhail A., Elena D. Daeva, Sergey V. Baranin, and Igor V. Zavarzin. "A new synthesis of 2-(aminoalkyl)-1,2,4-triazolo[1,5- a ]pyrimidines." Mendeleev Communications 27, no. 2 (2017): 169–71. http://dx.doi.org/10.1016/j.mencom.2017.03.021.

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25

Nayak, Akshata, Pramod K. Sahu, Jayoung Song, Sang Kook Lee та Lak Shin Jeong. "Regio- and stereoselective synthesis of 2′-β-substituted-fluoroneplanocin A analogues as potential anticancer agents". Organic & Biomolecular Chemistry 13, № 35 (2015): 9236–48. http://dx.doi.org/10.1039/c5ob01348h.

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26

Barlocco, Daniela. "Pyrazolo[1,5-a]pyrimidines as novel COX-2 selective inhibitors." Drug Discovery Today 6, no. 11 (2001): 595. http://dx.doi.org/10.1016/s1359-6446(01)01779-2.

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27

Chernyshev, V. M., A. N. Sokolov, and V. A. Taranushich. "Improved synthesis of 2-amino-1,2,4-triazolo[1,5-a]pyrimidines." Russian Journal of Applied Chemistry 79, no. 7 (2006): 1134–37. http://dx.doi.org/10.1134/s1070427206070172.

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28

Agarkov, Artem S., Anna A. Nefedova, Elina R. Gabitova, et al. "Synthesis, Self-Assembly in Crystalline Phase and Anti-Tumor Activity of 2-(2-/4-Hydroxybenzylidene)thiazolo[3,2-a]pyrimidines." Molecules 27, no. 22 (2022): 7747. http://dx.doi.org/10.3390/molecules27227747.

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A series of new thiazolo[3,2-a]pyrimidines different by aryl substituents in 2 and 5 positions are synthesized and characterized in solution as well as in the crystalline phase using 1H and 13C NMR-, IR-spectroscopies, mass-spectrometry methods, and single crystal X-ray diffraction (SCXRD). The SCXRD study revealed the role of intermolecular H-bonding in the formation of supramolecular architectures (racemic monomers, centrosymmetric racematic dimers, or homochiral 1D chains) of obtained thiazolo[3,2-a]pyrimidines derivatives depending on solvents (aprotic DMSO or protic EtOH) used upon the cr

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29

Nguyen, Oanh T. K., Pha T. Ha, Ha V. Dang, et al. "Superparamagnetic nanoparticle-catalyzed coupling of 2-amino pyridines/pyrimidines with trans-chalcones." RSC Advances 9, no. 10 (2019): 5501–11. http://dx.doi.org/10.1039/c9ra00097f.

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30

Lin, Shu-Yu, Wen-Chieh Huang, Shwu-Chen Tsay, et al. "6-Chlorocoumarin Conjugates with Nucleobases and Nucleosides as Potent Anti-Hepatitis C Virus Agents." Molecules 30, no. 8 (2025): 1776. https://doi.org/10.3390/molecules30081776.

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On the basis of a “chemo-combination strategy”, (6-chloro)coumarin was incorporated to purines and pyrimidines, as well as their corresponding nucleosides, with a –SCH2– linker at different positions under alkaline conditions. These conjugates were found to exert an antiviral effect on the 1b subgenomic replicon replication of the hepatitis C virus (HCV) in Huh 5-2 and Huh 9-13 cells. In this compound library containing 14 new compounds, 6-[(6′-chlorocoumarin-3′-yl)methylthio]purine, 6-(6′-chlorocoumarin-3′-yl)methylthio-9-(β-D-ribofuranos-1″-yl)purine, and 2-[(6′-chlorocoumarin-3′-yl)methylth

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31

Ho, Yuh-Wen. "5-(1-Pyrrolyl)-2-Phenylthieno[2,3-d]Pyrimidine as Building Block in Heterocyclic Synthesis: Novel Synthesis of Some Pyrazoles, Pyrimidines, Imidazo[1,2-a]Pyrimidines, Pyrazolo[1,5-a]Pyrimidines, Pyrido-(Pyrimido)Pyrazolo[1,5-a]Pyrimidines, 1,2,4-Triazolo[." Journal of the Chinese Chemical Society 54, no. 4 (2007): 1075–85. http://dx.doi.org/10.1002/jccs.200700154.

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32

Quinn, RJ, PJ Scammells, CHL Kennard, and G. Smith. "Synthesis of 2-Substituted Pyrazolo[3,4-d]pyrimidines." Australian Journal of Chemistry 44, no. 12 (1991): 1795. http://dx.doi.org/10.1071/ch9911795.

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The reaction of 1-acetyl-2-phenylhydrazine with ethoxymethylenemalononitrile yielded [(4-cyano-1-phenylpyrazol-3-yl)aminomethylene]propanedinitrile. Hydrolysis followed by annulation with methyl isocyanate provided a synthetic route to 2-phenylpyrazolo[3,4-d]pyrimidines.

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33

Abarbri, Mohamed, Badr Jismy, Hassan Allouchi, Gérald Guillaumet, and Mohamed Akssira. "An Efficient Synthesis of New 7-Trifluoromethyl-2,5-disubstituted Pyrazolo[1,5-a]pyrimidines." Synthesis 50, no. 08 (2018): 1675–86. http://dx.doi.org/10.1055/s-0036-1591752.

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A novel two-step synthesis of trifluoromethylated 3,5-disubstituted pyrazolo[1,5-a]pyrimidines is reported from 3-aminopyrazoles and ethyl 4,4,4-trifluorobut-2-ynoate. The synthetic route begins with the one-pot synthesis of 7-trifluoromethylated pyrazolo[1,5-a]pyrimidin-5-ones by condensation of 3-aminopyrazoles with a fluorinated alkyne. The products obtained are used as building blocks to synthesize directly, with excellent yields via C–O bond activation, a library of new fluorinated 3,5-disubstituted pyrazolo[1,5-a]pyrimidines of biological interest. This operation efficiently allows C–C,

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34

Alzueta, Ofelia R., Jean Cadet, M. Consuelo Cuquerella, and Miguel A. Miranda. "Photosensitised biphotonic chemistry of pyrimidine derivatives." Organic & Biomolecular Chemistry 18, no. 12 (2020): 2227–32. http://dx.doi.org/10.1039/d0ob00132e.

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35

Ataee-Najari, Ali Reza, Milad Mohammadi Rasooll, Mahmoud Zarei, Mohammad Ali Zolfigol, Arash Ghorbani-Choghamarani, and Mojtaba Hosseinifard. "Catalytic application of a bimetallic–organic framework with phosphorus acid groups in the preparation of pyrido[2,3-d]pyrimidines via cooperative vinylogous anomeric-based oxidation." RSC Advances 15, no. 13 (2025): 10150–63. https://doi.org/10.1039/d4ra08430f.

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36

Kalita, Subarna Jyoti, Dibakar Chandra Deka, and Hormi Mecadon. "Organocatalytic domino Knöevenagel–Michael reaction in water for the regioselective synthesis of benzo[4,5]imidazo[1,2-a]pyrimidines and pyrido[2,3-d]pyrimidin-2-amines." RSC Advances 6, no. 94 (2016): 91320–24. http://dx.doi.org/10.1039/c6ra21376f.

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Zakharov, Timofei N., Pavel A. Sakharov, Mikhail S. Novikov, Alexander F. Khlebnikov, and Nikolai V. Rostovskii. "Triethylamine-Promoted Oxidative Cyclodimerization of 2H-Azirine-2-carboxylates to Pyrimidine-4,6-dicarboxylates: Experimental and DFT Study." Molecules 28, no. 11 (2023): 4315. http://dx.doi.org/10.3390/molecules28114315.

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An unprecedented oxidative cyclodimerization reaction of 2H-azirine-2-carboxylates to pyrimidine-4,6-dicarboxylates under heating with triethylamine in air is described. In this reaction, one azirine molecule undergoes formal cleavage across the C-C bond and another across the C=N bond. According to the experimental study and DFT calculations, the key steps of the reaction mechanism include nucleophilic addition of N,N-diethylhydroxylamine to an azirine to form an (aminooxy)aziridine, generation of an azomethine ylide, and its 1,3-dipolar cycloaddition to the second azirine molecule. The cruci

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Massari, Serena, Jenny Desantis, Giulio Nannetti, et al. "Efficient and regioselective one-step synthesis of 7-aryl-5-methyl- and 5-aryl-7-methyl-2-amino-[1,2,4]triazolo[1,5-a]pyrimidine derivatives." Organic & Biomolecular Chemistry 15, no. 37 (2017): 7944–55. http://dx.doi.org/10.1039/c7ob02085f.

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39

Lyapustin, Daniil N., Evgeny N. Ulomsky, Ilya A. Balyakin, Alexander V. Shchepochkin, Vladimir L. Rusinov, and Oleg N. Chupakhin. "Oxidative Aromatization of 4,7-Dihydro-6-nitroazolo[1,5-a]pyrimidines: Synthetic Possibilities and Limitations, Mechanism of Destruction, and the Theoretical and Experimental Substantiation." Molecules 26, no. 16 (2021): 4719. http://dx.doi.org/10.3390/molecules26164719.

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The reaction tolerance of the multicomponent process between 3-aminoazoles, 1-morpholino-2-nitroalkenes, and aldehydes was studied. The main patterns of this reaction have been established. Conditions for the oxidation of 4,7-dihydro-6-nitroazolo[1,5-a]pyrimidines were selected. Previous claims that the 4,7-dihydro-6-nitroazolo[1,5-a]pyrimidines could not be aromatised have now been refuted. Compounds with an electron-donor substituent at position seven undergo decomposition during oxidation. The phenomenon was explained based on experimental data, electro-chemical experiment, and quantum-chem

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Sepehrmansourie, Hassan, Sima Kalhor, Mahmoud Zarei, Mohammad Ali Zolfigol, and Mojtaba Hosseinifard. "A convenient catalytic method for preparation of new tetrahydropyrido[2,3-d]pyrimidines via a cooperative vinylogous anomeric based oxidation." RSC Advances 12, no. 53 (2022): 34282–92. http://dx.doi.org/10.1039/d2ra05655k.

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In this study, a novel functionalized metal–organic frameworks MIL-125(Ti)-N(CH2PO3H2)2 was designed and synthesized via post-modification methodology and applicated this catalyst for preparation of new tetrahydropyrido[2,3-d]pyrimidines.

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Innocenti, Paolo, Hannah Woodward, Lisa O'Fee, and Swen Hoelder. "Expanding the scope of fused pyrimidines as kinase inhibitor scaffolds: synthesis and modification of pyrido[3,4-d]pyrimidines." Organic & Biomolecular Chemistry 13, no. 3 (2015): 893–904. http://dx.doi.org/10.1039/c4ob02238f.

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A versatile and efficient entry into 2-amino-pyrido[3,4-d]pyrimidines was developed. Our strategy hinges on the concise preparation and derivatisation of 8-chloro-2-(methylthio)pyrido[3,4-d]pyrimidine intermediates to yield putative kinase inhibitors.

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42

Zvilichovsky, Gury, Vadim Gurvich, and Shlomo Segev. "Synthesis and Rearrangement of 2-Oxo-3-phenylisoxazolo[2,3-a]pyrimidines." Journal of Organic Chemistry 60, no. 16 (1995): 5250–54. http://dx.doi.org/10.1021/jo00121a049.

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Frizzo, Clarissa P., Marcos A. P. Martins, Mara R. B. Marzari, et al. "Structural studies of 2-methyl-7-substituted pyrazolo[1,5-a]pyrimidines." Journal of Heterocyclic Chemistry 47, no. 6 (2010): 1259–68. http://dx.doi.org/10.1002/jhet.377.

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Mohlala, Reagan L., Elena Mabel Coyanis, Muhammad Q. Fish, Manuel A. Fernandes, and Moira L. Bode. "Synthesis of 6-Membered-Ring Fused Thiazine-Dicarboxylates and Thiazole-Pyrimidines via One-Pot Three-Component Reactions." Molecules 26, no. 18 (2021): 5493. http://dx.doi.org/10.3390/molecules26185493.

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A facile and efficient one-pot three-component reaction method for the synthesis of thiazine-dicarboxylates is reported. Reaction of an isocyanide and dialkyl acetylenedicarboxylate with 2-amino-4H-1,3-thiazin-4-one derivatives containing both an acidic proton and an internal nucleophile gave the products in good yields of 76–85%. The reactivity of dialkyl acetylenedicarboxylates was further tested in the synthesis of thiazole-pyrimidines where a two-component reaction of 2-aminothiazole with dialkyl acetylenedicarboxylates was successfully converted to a more efficient three-component reactio

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Lu, Qiuyu, Wei He, Wen Sun, Ye Feng, Li Zhan, and Yu Luo. "Synthesis of 2-arylamino-5-formyl-pyrimidines from the bis(hexafluorophosphate) Arnold salt." Journal of Chemical Research 44, no. 9-10 (2020): 580–85. http://dx.doi.org/10.1177/1747519820911271.

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A three-step synthesis of 2-arylamino-5-formyl-pyrimidines is developed by condensation of the bis(hexafluorophosphate) Arnold salt with N-arylguanidines. This method conveniently provides the corresponding 2-arylaminopyrimidine derivatives in good yields.

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46

Ho, Son, Pham Dao та Chan Cho. "Microwave-Assisted Synthesis of Benzo[4,5]imidazo[1,2-a]pyrimidines from β-Bromo-α,β-unsaturated Aldehydes and 2-Aminobenzimidazoles". Synlett 28, № 14 (2017): 1811–15. http://dx.doi.org/10.1055/s-0036-1588834.

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β-Bromo-α,β-unsaturated aldehydes react with 2-aminobenzimidazoles by microwave irradiation in the presence of a base and magnesium sulfate to give the corresponding benzo[4,5]imidazo[1,2-a]pyrimidines in moderate to good yields.

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Pryadeina, M. V., Ya V. Burgart, V. I. Saloutin, P. A. Slepukhin, E. V. Sadchikova, and E. N. Ulomskii. "Synthesis of derivatives of pyrazolo[1,5-a]pyrimidines and imidazo[1,5-a]pyrimidines proceeding from alkyl 2-benzylidene-3-oxo-3-fluoroalkylpropionates." Russian Journal of Organic Chemistry 45, no. 2 (2009): 242–47. http://dx.doi.org/10.1134/s1070428009020158.

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Rizak, Galina. "SEARCH FOR BİOLOGİCALLY ACTİVE SUBSTANCES USİNG THE EXAMPLE OF 2.4-DIOXO- AND 4-IMINO-2-OXO- 3-PHENYL-5-R-6-R`-THIENO[2.3-D]PYRIMIDINES, ROSPECTS FOR THEİR USE İN PHARMACY AND MEDİCİNE." Azerbaijan Pharmaceutical and Pharmacoterapy Journal 23, no. 1 (2023): 29–46. http://dx.doi.org/10.58495/bucc4973.

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The purpose of this paper was the development of new bioactive substances – derivatives of 2.4-dioxo- and 4-imino-2-oxo-3-phenyl-5-R-6-R`-thieno[2.3-d]pyrimidines; researching the structure of invented substances and conducting their pharmacological analysis. Such research methods were used as synthesis of ethyl 4-R-5-R`-2-aminothiophene-3-carboxylates, nitriles of 4- R-5-R`-2-aminothiophene-3-carboxylic acids, their ureide derivatives 2.4-dioxo- and 4-imino-2- oxo-3-phenyl-5-R-6-R`-thieno[2.3-d]pyrimidines, their alkyl, acyl and cyanoethyl derivatives and products of their chemical transforma

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B., SUDHAKAR, RAJARAM P., SUNDARA RAMAIAH T., LAXMAN RAO K., and K. RAMRAJ S. "Azatriterpenes. Part-VII, Synthesis of 2-Eno- [2,3-g]tetrazolo[1,5 a]pyrimidines of Pentacyclic Triterpenes." Journal of Indian Chemical Society Vol. 64, Nov 1987 (1987): 712–13. https://doi.org/10.5281/zenodo.6254132.

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Department of Chemistry, Nizam College, Hyderabad-500 001 Department of Chemistry, Vivek Vardhlui College, Hyderabad-500 195 <em>Manuscript received 5 November 1986, accepted 18 September 1987</em> Azatriterpenes. Part-VII, Synthesis of 2-Eno- [2,3-g]tetrazolo[1,5 a]pyrimidines of Pentacyclic Triterpenes.  

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Szennyes, Eszter, Éva Bokor, Peter Langer та ін. "The first general synthesis of 2-C-(β-d-glycopyranosyl)pyrimidines and their evaluation as inhibitors of some glycoenzymes". New Journal of Chemistry 42, № 21 (2018): 17439–46. http://dx.doi.org/10.1039/c8nj04035d.

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