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Journal articles on the topic 'Pyrrolo-Pyrimidine'

Author: Grafiati

Published: 4 June 2021

Last updated: 12 February 2022

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1

Popa, Marcel Mirel, Emilian Georgescu, Mino R. Caira, et al. "Indolizines and pyrrolo[1,2-c]pyrimidines decorated with a pyrimidine and a pyridine unit respectively." Beilstein Journal of Organic Chemistry 11 (June 26, 2015): 1079–88. http://dx.doi.org/10.3762/bjoc.11.121.

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The three possible structural isomers of 4-(pyridyl)pyrimidine were employed for the synthesis of new pyrrolo[1,2-c]pyrimidines and new indolizines, by 1,3-dipolar cycloaddition reaction of their corresponding N-ylides generated in situ from their corresponding cycloimmonium bromides. In the case of 4-(3-pyridyl)pyrimidine and 4-(4-pyridyl)pyrimidine the quaternization reactions occur as expected at the pyridine nitrogen atom leading to pyridinium bromides and consequently to new indolizines via the corresponding pyridinium N-ylides. However, in the case of 4-(2-pyridyl)pyrimidine the steric h

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2

Selvakumar, Balaraman, and Kuppanagounder P. Elango. "Synthesis of Non-Glutamate-Type Pyrrolo[2,3-d]Pyrimidines via Direct Aminocarbonylation of Aryl Halides Using Solid Co2(CO)8 as a CO Source and Their Antibacterial Activity." Journal of Chemical Research 41, no. 4 (2017): 230–34. http://dx.doi.org/10.3184/174751917x14894997017658.

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The synthesis of pyrrolo[2,3-d]pyrimidine derivatives by direct aminocarbonylation was demonstrated using solid Co2(CO)8 as a CO source in an autoclave at elevated temperature by reacting an aryl halide scaffold with a variety of amines. Using this method, 12 non-glutamate-type pyrrolo[2,3-d]pyrimidine analogues were prepared. Some compounds exhibited antibacterial activity against both Gram-positive and Gram-negative bacteria.

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3

Rogerio, Kamilla Rodrigues, Cedric Stephan Graebin, Luiza Helena Pinto Domingues, et al. "Novel Quinolinyl-pyrrolo[3,4-d]pyrimidine-2,5-dione Derivatives Against Chloroquine-resistant Plasmodium falciparum." Current Topics in Medicinal Chemistry 20, no. 2 (2020): 99–110. http://dx.doi.org/10.2174/1568026619666191019100711.

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Introduction: In this work DHPMs were combined with the quinoline nucleus to obtain new quinolinyl-pyrrolo[3,4-d]pyrimidine-2,5-dione compounds with improved antiplasmodial activity as well as decreased cytotoxicity. Nineteen quinolinyl-pyrrolo[3,4-d]pyrimidine-2,5-dione derivatives connected by a linker group to quinolone ring moieties with different substituents were synthesized and assayed against P. falciparum. Materials and Methods: Nineteen quinolinyl-pyrrolo[3,4-d]pyrimidine-2,5-dione derivatives connected by a linker group to quinoline ring moieties with different substituents were syn

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4

Zhou, Jing, Zhengtong Mao, Haokun Pan, and Xingxian Zhang. "Pd-Catalyzed highly selective and direct ortho C–H arylation of pyrrolo[2,3-d]pyrimidine derivatives." Organic Chemistry Frontiers 7, no. 2 (2020): 324–28. http://dx.doi.org/10.1039/c9qo01312a.

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Pd-Catalyzed one-pot direct ortho C–H arylation of pyrrolo[2,3-d]pyrimidine derivatives is reported. This protocol provides a variety of biphenyl-containing pyrrolo[2,3-d]pyrimidines in good to excellent yields.

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5

Mao, Zhengtong, Min Liu, Gaoyang Zhu, Jing Zhou, and Xingxian Zhang. "Transition-metal-free highly regioselective C–H acetoxylation of pyrrolo[2,3-d]pyrimidine derivatives." Organic Chemistry Frontiers 7, no. 18 (2020): 2696–702. http://dx.doi.org/10.1039/d0qo00702a.

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Transition-metal-free catalyzed direct C(sp<sup>2</sup>)–H acetoxylation of pyrrolo[2,3-d]pyrimidine derivatives is reported. This protocol provides a variety of acetoxylated pyrrolo[2,3-d]pyrimidines in good to excellent yields.

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6

Soto-Acosta, Ruben, Eunkyung Jung, Li Qiu, Daniel J. Wilson, Robert J. Geraghty, and Liqiang Chen. "4,7-Disubstituted 7H-Pyrrolo[2,3-d]pyrimidines and Their Analogs as Antiviral Agents against Zika Virus." Molecules 26, no. 13 (2021): 3779. http://dx.doi.org/10.3390/molecules26133779.

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Discovery of compound 1 as a Zika virus (ZIKV) inhibitor has prompted us to investigate its 7H-pyrrolo[2,3-d]pyrimidine scaffold, revealing structural features that elicit antiviral activity. Furthermore, we have demonstrated that 9H-purine or 1H-pyrazolo[3,4-d]pyrimidine can serve as an alternative core structure. Overall, we have identified 4,7-disubstituted 7H-pyrrolo[2,3-d]pyrimidines and their analogs including compounds 1, 8 and 11 as promising antiviral agents against flaviviruses ZIKV and dengue virus (DENV). While the molecular target of these compounds is yet to be elucidated, 4,7-di

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7

Cawrse, Brian M., Nia’mani M. Robinson, Nina C. Lee, Gerald M. Wilson, and Katherine L. Seley-Radtke. "Structural and Biological Investigations for a Series of N-5 Substituted Pyrrolo[3,2-d]pyrimidines as Potential Anti-Cancer Therapeutics." Molecules 24, no. 14 (2019): 2656. http://dx.doi.org/10.3390/molecules24142656.

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Pyrrolo[3,2-d]pyrimidines have been studied for many years as potential lead compounds for the development of antiproliferative agents. Much of the focus has been on modifications to the pyrimidine ring, with enzymatic recognition often modulated by C2 and C4 substituents. In contrast, this work focuses on the N5 of the pyrrole ring by means of a series of novel N5-substituted pyrrolo[3,2-d]pyrimidines. The compounds were screened against the NCI-60 Human Tumor Cell Line panel, and the results were analyzed using the COMPARE algorithm to elucidate potential mechanisms of action. COMPARE analys

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8

Muzychka, Lyubov, Iryna Yaremchuk, Iryna Yaremchuk, and Oleg Smolii. "7-Substituted pyrrolo[2,3-d]pyrimidines for the synthesis of new 1-deazapyrimido[1,2,3-cd]purines." French-Ukrainian Journal of Chemistry 5, no. 2 (2017): 15–23. http://dx.doi.org/10.17721/fujcv5i2p15-23.

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Few examples of new heterocyclic 1-deazapyrimido[1,2,3-cd]purine derivatives were synthesized by intramolecular cyclization of methyl 7-(oxiran-2-ylmethyl)-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylates. The latter were obtained by iodolactonization of 7-allylpyrrolo[2,3-d]pyrimidine-6-carboxylic acids.

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9

El Kaïm, Laurent, Laurence Grimaud, and Simon Wagschal. "Toward Pyrrolo[2,3-d]pyrimidine Scaffolds." Journal of Organic Chemistry 75, no. 15 (2010): 5343–46. http://dx.doi.org/10.1021/jo100759b.

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10

Han, Yong Nam, and Myung Sook Chung. "A pyrrolo-pyrimidine alkaloid fromGlycyrrhiza uralensis." Archives of Pharmacal Research 13, no. 1 (1990): 103–4. http://dx.doi.org/10.1007/bf02857843.

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11

Yadav, Vijay B., Pragati Rai, Hozeyfa Sagir, Akhilesh Kumar та I. R. Siddiqui. "A green route for the synthesis of pyrrolo[2,3-d]pyrimidine derivatives catalyzed by β-cyclodextrin". New Journal of Chemistry 42, № 1 (2018): 628–33. http://dx.doi.org/10.1039/c7nj03577b.

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12

Mounir, Salem, Magda Marzouk, and Naglaa Mahmoud. "Synthesis of various fused pyrimidine rings with their pharmacological and antimicrobial evaluation." Journal of the Serbian Chemical Society 79, no. 9 (2014): 1059–73. http://dx.doi.org/10.2298/jsc130528016m.

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Various fused pyrimidine such as furo[2,3-d]pyrimidine, triazolo[1,5-a]pyrimidine, tetrazolo[1,5-a]pyrimidine were synthesized from the reactions of thioxopyrimidine-6(1H)-ones with ethyl chloroacetate (under different reaction conditions), thiourea, and sodium nitrite. Pyrimidine thiones reacted with POCl3/PCl5 to give the chloro derivatives which reacted with sodium azide, and thiourea to give the tetrazolo[1,5-c]pyrimidine, pyrimido pyrimidine. Thioxopyrimidine-6(1H)-ones reacted with benzyl amine to give pyrrolo[2,3-d]pyrimidinethione. Theoretical calculation using MIDO/3, Fukui indices an

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13

Baumann, Marcus, Antonio M. Rodriguez Garcia, and Ian R. Baxendale. "Flow synthesis of ethyl isocyanoacetate enabling the telescoped synthesis of 1,2,4-triazoles and pyrrolo-[1,2-c]pyrimidines." Organic & Biomolecular Chemistry 13, no. 14 (2015): 4231–39. http://dx.doi.org/10.1039/c5ob00245a.

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14

Avasthi, Kamlakar, Lakshmi Shukla, Ruchir Kant, and Krishnan Ravikumar. "Folded conformations due to arene interactions in dissymmetric and symmetric butylidene-linker models based on pyrazolo[3,4-d]pyrimidine, purine and 7-deazapurine." Acta Crystallographica Section C Structural Chemistry 70, no. 6 (2014): 555–61. http://dx.doi.org/10.1107/s2053229614009449.

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The butylidene-linker models 1-[2-(2,6-dimethylsulfanyl-9H-purin-9-yl)-2-methylidenepropyl]-4,6-bis(methylsulfanyl)-1H-pyrazolo[3,4-d]pyrimidine, C18H20N8S4, (XI), 7,7′-(2-methylidenepropane-1,3-diyl)bis[3-methyl-2-methylsulfanyl-3H-pyrrolo[2,3-d]pyrimidin-4(7H)-one], C20H22N6O2S2, (XIV), and 7-[2-(4,6-dimethylsulfanyl-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2-methylidenepropyl]-3-methyl-2-methylsulfanyl-3H-pyrrolo[2,3-d]pyrimidin-4(7H)-one, C19H21N7OS3, (XV), show folded conformations in solution, as shown by1H NMR analysis. This folding carries over to the crystalline state. Intramolecular π–π int

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15

Dodonova, Jelena, and Sigitas Tumkevicius. "Fused Pyrrolo[2,3-d]pyrimidines (7-Deazapurines) by Palladium-Catalyzed Direct N–H and C–H Arylation Reactions." Synthesis 49, no. 11 (2017): 2523–34. http://dx.doi.org/10.1055/s-0036-1588734.

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Palladium-catalyzed intramolecular direct C–H arylations for the synthesis of hitherto unknown fused hetero systems containing an incorporated pyrrolo[2,3-d]pyrimidine scaffold are described. Pyrimido[5′,4′:4,5]pyrrolo[2,1-a]isoindoles were synthesized from 2,4-diarylpyrrolo[2,3-d]pyrimidines and o-bromobenzyl bromides by using a cascade N-benzylation/C–H arylation reaction sequence. A series of pyrimido[5′,4′:4,5]pyrrolo[1,2-f]phenanthridines were successfully assembled via a domino process involving the palladium-catalyzed direct double C–H arylation reactions of 2,4,7-triarylpyrrolo[2,3-d]

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16

Zhang, Furen, and Chunmei Li. "l-Proline-Catalyzed Cyclization of 6-Aminopyrimidine-4(3H)-ones with Nitroolefins: Synthesis of Polysubstituted 5-Arylpyrrolo[2,3-d]pyrimidin-4-ones." Synlett 28, no. 11 (2017): 1315–20. http://dx.doi.org/10.1055/s-0036-1588757.

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A simple and efficient one-pot procedure for the synthesis of new pyrrolo[2,3-d]pyrimidine derivatives has been established through an l-proline-catalyzed cyclization of 6-aminopyrimidine-4(3H)-one with nitroolefins in water. The reaction at 80 °C in water gives various highly substituted pyrrolo[2,3-d]pyrimidines in good to excellent yields. This procedure has the advantages of environmental friendliness, good yields, and convenient operation.

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17

Dong, Su-Lan, and Xiaochun Cheng. "4-Chloro-1H-pyrrolo[2,3-d]pyrimidine." Acta Crystallographica Section E Structure Reports Online 68, no. 9 (2012): o2666. http://dx.doi.org/10.1107/s1600536812034095.

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18

Agarwal, Anshu, Meenakshi Sharma, Meenakshi Agrawal, and D. Kishore. "Expedient Protocols for the Installation of Pyrimidine Based Privileged Templates on 2-Position of Pyrrolo[2,1-c][1,4]-benzodiazepine Nucleus Linked Through a p-phenoxyl Spacer." E-Journal of Chemistry 9, no. 3 (2012): 1305–12. http://dx.doi.org/10.1155/2012/629414.

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Exceedingly facile single step expedient protocols based on the versatility and reactivity of corresponding intermediates : [2-(dimethylaminomethylene) ketone] (5) and chalcone (6), derived from 2-(p-acetyl phenoxyl) substituted analogue of pyrrolo[2,1-c][1,4]-benzodiazepine (4), have been developed to provide an easy installation of the pyrimidine based privileged templates at 2-position of pyrrolo[2,1-c][1,4]-benzodiazepine through a p-phenoxyl spacer, by utilizing the synthetic strategy depicted in schemes-1and2.

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19

Dommaraju, Yuvaraj, Somadrita Borthakur, Nimmakuri Rajesh, and Dipak Prajapati. "An efficient catalyst-free chemoselective multicomponent reaction for the synthesis of pyrimidine functionalized pyrrolo-annelated derivatives." RSC Advances 5, no. 31 (2015): 24327–35. http://dx.doi.org/10.1039/c5ra00796h.

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An efficient catalyst-free, one-pot multicomponent reaction has been developed for the synthesis of pyrimidine functionalized pyrrolo-annelated derivatives. The method offers easy and column free separation, mild reaction conditions and high yields.

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20

Shaker, Raafat M., Kamal U. Sadek, Ebtisam A. Hafez, and Mohamed Abd Elrady. "5-Aminouracil as a Building Block in Heterocyclic Synthesis: Part IV. One-pot Synthesis of 1H-Pyrrolo[2,3-d]pyrimidine-2,4(3H,7H)-dione Derivatives Using Controlled Microwave Heating." Zeitschrift für Naturforschung B 66, no. 8 (2011): 843–49. http://dx.doi.org/10.1515/znb-2011-0810.

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An efficient and direct procedure for the synthesis of pyrrolo[2,3-d]pyrimidine-2,4-dione derivatives using controlled microwave heating has been described. The products were characterized by elemental analyses, IR, 1H NMR, 13C NMR and MS spectra.

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21

El-Bayouki, Khairy Abdelhameed Mohsen, Wahid Mohmoud Basyouni, and Eslam Attya Mostafa. "Synthesis of new pyrrole and pyrrolo[2,3-d]pyrimidine derivatives of potential antioxidant activity." Collection of Czechoslovak Chemical Communications 75, no. 8 (2010): 813–34. http://dx.doi.org/10.1135/cccc2009566.

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New 2-amino-3-cyanopyrrole derivatives were prepared and converted to 7-deazapurines. 7-Deazaadenine 6 was synthesized by different methods and alkylated with alkyl iodides to afford the quaternized 3-alkylpyrrolopyrimidinium iodide salts 8. The latter salts were dequaternized to N-alkylpyrrolo[2,3-d]pyrimidin-4-amines 12. Compounds 12 were identical to the products obtained from reactions of 4-chloro-7-(4-fluorophenyl)-5-p-tolyl-7H-pyrrolo[2,3-d]pyrimidine 11 with methyl- or ethylamine in the presence of a catalyst. The thione 13 and its related 4-methylthio- and 4-ylcarbonothioate derivative

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22

Iaroshenko, Viktor, Yan Wang, Dmitri Sevenard, and Dmitriy Volochnyuk. "Synthesis of Fluorinated Pyrrolo[2,3-b]pyridine and Pyrrolo[2,3-d]pyrimidine Nucleosides." Synthesis 2009, no. 11 (2009): 1851–57. http://dx.doi.org/10.1055/s-0029-1216640.

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23

Watson, Samuel E., Farrah Khandkar, My Bui, Anatoly Markovich, and Edward C. Taylor. "Novel Pyrrolo[2,3-d]pyrimidine Ring forming Methodology." Synthetic Communications 28, no. 20 (1998): 3885–94. http://dx.doi.org/10.1080/00397919808004942.

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24

El Kaim, Laurent, Laurence Grimaud, and Simon Wagschal. "ChemInform Abstract: Toward Pyrrolo[2,3-d]pyrimidine Scaffolds." ChemInform 41, no. 50 (2010): no. http://dx.doi.org/10.1002/chin.201050163.

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25

GEORGESCU, F. C., E. I. GEORGESCU, C. DRAGHICI, and M. T. CAPROIU. "ChemInform Abstract: New Pyrrolo(1,2-c)pyrimidine Derivatives." ChemInform 28, no. 46 (2010): no. http://dx.doi.org/10.1002/chin.199746160.

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26

Javahershenas, Ramin, and Jabbar Khalafy. "A new synthesis of pyrrolo[3,2-d]pyrimidine derivatives by a one-pot, three-component reaction in the presence of L-proline as an organocatalyst." Heterocyclic Communications 24, no. 1 (2018): 37–41. http://dx.doi.org/10.1515/hc-2017-0187.

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Abstract A one-pot, three-component reaction of 4-hydroxycoumarin, arylglyoxals, and 6-aminouracil or 1,3-dimethyl-6-aminouracil in the presence of L-proline as an organocatalyst in acetic acid under reflux conditions provided a series of new pyrrolo[3,2-d]pyrimidine derivatives in good yields.

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27

Evers, David L., Julie M. Breitenbach, Katherine Z. Borysko, Leroy B. Townsend, and John C. Drach. "Inhibition of Cyclin-Dependent Kinase 1 by Purines and Pyrrolo[2,3-d]Pyrimidines Does Not Correlate with Antiviral Activity." Antimicrobial Agents and Chemotherapy 46, no. 8 (2002): 2470–76. http://dx.doi.org/10.1128/aac.46.8.2470-2476.2002.

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ABSTRACT We have previously shown that a series of nonnucleoside pyrrolo[2,3-d]pyrimidines selectively inhibit the replication of herpes simplex virus type 1 (HSV-1) and human cytomegalovirus (HCMV). These compounds act at the immediate-early or early stage of HCMV replication and have antiviral properties somewhat similar to those of roscovitine and olomoucine, specific inhibitors of cyclin-dependent kinases (cdks). In the present study we examine the hypothesis that pyrrolo[2,3-d]pyrimidines exert their antiviral effects by inhibition of cellular cdks. Much higher concentrations of a panel o

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28

Tatu, Marian Laurentiu, Florian Harja, Eleonora Mihaela Ungureanu, Emilian Georgescu, and Marcel Mirel Popa. "Electrochemical Characterization of Some Pyrrolo[1,2-c]Pyrimidine Derivatives." Revista de Chimie 69, no. 2 (2018): 499–506. http://dx.doi.org/10.37358/rc.18.2.6135.

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The electrochemical characterization of two pyrrolo[1,2-c]pyrimidine derivatives (I1 and I2) was realized by cyclic, differential pulse, and rotating disk electrode voltammetric methods. The character of redox processes was established by scanning on different domains and with different scan rates. The diffusion coefficients were determined. Modified electrodes have been obtained by cycling the potential or by controlled potential electrolysis at anodic potentials. The electrodes obtained with polyol1 and polyI2 films were characterized by cyclic voltammetry in ferrocene solution.

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29

Zeng, Qing, Demin Ren, Xingliang Fu, and Xiaofang Li. "Synthesis of Spiro[Pyrrolo[2,1-b][1,3]Benzothiazole-3,2′-[1,3]Thiazolo[3,2-a] Pyrimidine] via Cycloaddition Reactions." Journal of Chemical Research 42, no. 5 (2018): 260–63. http://dx.doi.org/10.3184/174751918x15260567362969.

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The 1,3-dipolar cycloaddition reaction of ethyl-5-aryl-2-[( Z)-2-methoxy-2-oxoethylidene]-7-methyl-3-oxo-3,5-dihydro-2 H-thiazolo[3,2- a] pyrimidine-6-carboxylates and azomethine ylide, which was generated in situ by the reaction of N-4-methoxyphenacylbenzothiazolium bromides and triethylamine, yielded novel 6′-ethyl-2-methyl-5′-aryl-1-(4-methoxybenzoyl)-7-methyl-3′-oxo-1,2-dihydro-5 H-spiro[pyrrolo[2,1- b][1,3]benzothiazole-3,2′-[1,3]thiazolo[3,2- a]pyrimidine]-2,6′-dicarboxylates in moderate yields. The structures of all of the products were characterised by NMR, IR, HRMS spectrometry, toget

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30

Huang, Hai Yang, Zhi Dong Sun, Zi Wen Gong, Qiang Xiao, and Xi Chen. "An Improved Synthesis of Isonucleoside of Tubercidin." Advanced Materials Research 997 (August 2014): 193–95. http://dx.doi.org/10.4028/www.scientific.net/amr.997.193.

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An efficient approach for the synthesis of isonucleoside of tubercidin was described. The key step in the synthesis was the direct coupling of pyrrolo [2,3-d] pyrimidine with the cyclic sulfate of 1-deoxy-D-ribose. This reaction proceeded with high regiospecificity and stereospecificity and could have broad application for the synthesis a series of isonucleoside.

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31

Ziarani, Ghodsi Mohammadi, Marzieh Rad, Fatemeh Mohajer, Hitesh Sehrawat, and Ravi Tomar. "Synthesis of Heterocyclic Compounds through Multicomponent Reactions Using 6-Aminouracil as Starting Reagent." Current Organic Chemistry 25, no. 9 (2021): 1070–95. http://dx.doi.org/10.2174/1385272825666210303112858.

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The analogs of 6-Amino uracil are essential components due to their biological activities. The uracil is used as an important component for the synthesis of heterocyclic compounds like pyrrolo-, pyrido-, pyrimidine-pyrimido scaffolds. Herein, the application of this compound is reviewed as a precursor in the synthesis of many heterocyclic cores from 2016 to 2020.

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32

Minguez, JoséM, Juan J. Vaquero, JoséL García-Navio, and Julio Alvarez-Builla. "Improved synthesis of pyrrolo[1,2-c]pyrimidine and derivatives." Tetrahedron Letters 37, no. 24 (1996): 4263–66. http://dx.doi.org/10.1016/0040-4039(96)00812-x.

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33

Mohamed, Mosaad, Ramdan El-Domany, and Rania Abd El-Hameed. "Synthesis of certain pyrrole derivatives as antimicro-bial agents." Acta Pharmaceutica 59, no. 2 (2009): 145–58. http://dx.doi.org/10.2478/v10007-009-0016-9.

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Synthesis of certain pyrrole derivatives as antimicro-bial agentsIn an effort to establish new pyrroles and pyrrolo[2,3-d] pyrimidines with improved antimicrobial activity we report here the synthesis andin vitromicrobiological evaluation of a series of pyrrole derivatives. A series of new 2-aminopyrrole-3-carbonitriles (1a-d) were synthesized from the reaction of benzoin, primary aromatic amines and malononitrile, from which a number of pyrrole derivatives (2a-dto5a-d) and pyrrolo[2,3-d]pyrimidines (6a-dto10a, d) were synthesized. Thein vitroantimicrobial testing of the synthesized compounds

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34

Seela, Frank, and Xiaohua Peng. "Progress in 7-Deazapurine - Pyrrolo[2,3-d]pyrimidine - Ribonucleoside Synthesis." Current Topics in Medicinal Chemistry 6, no. 9 (2006): 867–92. http://dx.doi.org/10.2174/156802606777303649.

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35

Turk, S. R., C. Shipman, R. Nassiri, et al. "Pyrrolo[2,3-d]pyrimidine nucleosides as inhibitors of human cytomegalovirus." Antimicrobial Agents and Chemotherapy 31, no. 4 (1987): 544–50. http://dx.doi.org/10.1128/aac.31.4.544.

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36

He, Ping, Jing Wu, Yang-Gen Hu, et al. "Efficient and Selective Construction of Pyrrolo[3,2-d]pyrimidine Derivatives." Bulletin of the Korean Chemical Society 35, no. 2 (2014): 617–21. http://dx.doi.org/10.5012/bkcs.2014.35.2.617.

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37

WATSON, S. E., F. KHANDKAR, M. BUI, A. MARKOVICH, and E. C. TAYLOR. "ChemInform Abstract: Novel Pyrrolo[2,3-d]pyrimidine Ring Forming Methodology." ChemInform 30, no. 3 (2010): no. http://dx.doi.org/10.1002/chin.199903155.

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38

Edstrom, Eric D., and Yuan Wei. "Synthesis of a novel pyrrolo[2,3-d]pyrimidine alkaloid, rigidin." Journal of Organic Chemistry 58, no. 2 (1993): 403–7. http://dx.doi.org/10.1021/jo00054a024.

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39

Miwa, Tetsuo, Takenori Hitaka, and Hiroshi Akimoto. "A novel synthetic approach to pyrrolo[2,3-d]pyrimidine antifolates." Journal of Organic Chemistry 58, no. 7 (1993): 1696–701. http://dx.doi.org/10.1021/jo00059a016.

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40

Miwa, Tetsuo, Takenori Hitaka, Hiroshi Akimoto, and Hiroaki Nomura. "Novel pyrrolo[2,3-d]pyrimidine antifolates: synthesis and antitumor activities." Journal of Medicinal Chemistry 34, no. 2 (1991): 555–60. http://dx.doi.org/10.1021/jm00106a012.

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Easter, John A., and Wayne T. Stolle. "Synthesis of several isotopically labeled pyrrolo[1,3-d]pyrimidine analogs." Journal of Labelled Compounds and Radiopharmaceuticals 44, no. 11 (2001): 797–810. http://dx.doi.org/10.1002/jlcr.506.

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Kumari, K. Meena, L. Yamini, and M. Vijjulatha. "3D QSAR of Pyrrolo Pyrimidine and Thieno Pyrimidines as Human Thymidylate Synthase Inhibitors." E-Journal of Chemistry 9, no. 4 (2012): 1699–710. http://dx.doi.org/10.1155/2012/201937.

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Thymidylate synthase (TS) is a crucial enzyme for DNA biosynthesis and many nonclassical lipophilic antifolates targeting this enzyme are quite efficient and encouraging as antitumor drugs. We report 3D-QSAR analyses on pyrrolo pyrimidine and thieno pyrimidine antifolates to contemplate the mechanism of action and structure-activity relationship of these molecules. By applying leave-one-out (LOO) cross-validation study, cross-validated q2value of 0.523 and 0.566 for CoMFA Ligand based (LB) and Receptor based (RB), 0.516 and 0.471 for CoMSIA LB and RB respectively. while the non-cross-validated

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Lauria, Antonino, Patrizia Diana, Paola Barraja, Anna Maria Almerico, Girolamo Cirrincione, and Gaetano Dattolo. "Pyrrolo[3,4-e][1,2,3]triazolo[1,5-a]pyrimidine and pyrrolo[3,4-d] [1,2,3]triazolo[1,5-a]pyrimidine. New tricyclic ring systems of biological interest." Journal of Heterocyclic Chemistry 37, no. 4 (2000): 747–50. http://dx.doi.org/10.1002/jhet.5570370413.

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ITOH, Fumio, Koichi YUKISHIGE, Megumi WAJIMA, Koichiro OOTSU, and Hiroshi AKIMOTO. "Non-glutamate Type Pyrrolo(2,3-d)pyrimidine Antifolates. I: Synthesis and Biological Properties of Pyrrolo(2,3-d)pyrimidine Antifolates Containing Tetrazole Congener of Glutamic Acid." CHEMICAL & PHARMACEUTICAL BULLETIN 43, no. 2 (1995): 230–35. http://dx.doi.org/10.1248/cpb.43.230.

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O. Abdelhamid, Abdou, Fathy M. Abdel-Galil, and Sohair S. Saleh. "Reactions with Heterocyclic Enaminonitriles: Synthesis of Pyrrolo[2,3-b]pyridine, Pyrrolo[2,3-d]pyrimidine and Pyrrole Derivatives." HETEROCYCLES 27, no. 8 (1988): 1861. http://dx.doi.org/10.3987/com-87-4432.

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Holman, Michelle A., Natalie M. Williamson, and A. David Ward. "Preparation and Cyclization of Some N-(2,2-Dimethylpropargyl) Homo- and Heteroaromatic Amines and the Synthesis of Some Pyrido[2,3-d]pyrimidines." Australian Journal of Chemistry 58, no. 5 (2005): 368. http://dx.doi.org/10.1071/ch04260.

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The Cu(i) catalyzed cyclization of o-substituted N-(2,2-dimethylpropargyl)anilines yields 8-substituted 2,2-dimethyl-1,2-dihydroquinolines, while m-substituted analogues provide a mixture of 5- and 7-substituted dihydroquinoline systems. This reaction can be extended to 2-amino-N-(2,2-dimethylpropargyl)anthracene, yielding a dihydronaphtho[2,3-f]quinoline product, and to aminoquinoline derivatives, which yield substituted phenanthroline products. Pyridine analogues did not cyclize, apparently because of complexation with the copper reagent. An alternative synthetic approach to these cyclized p

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Dong, Xiangyou, Jie Tang, Chen Hu, Jiang Bai, Haixin Ding, and Qiang Xiao. "An Expeditious Total Synthesis of 5′-Deoxy-toyocamycin and 5′-Deoxysangivamycin." Molecules 24, no. 4 (2019): 737. http://dx.doi.org/10.3390/molecules24040737.

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In present paper, an expeditious total synthesis of naturally occurring 5′-deoxytoyocamycin and 5′-deoxysangivamycin was accomplished. Because of the introduction of a benzoyl group at N-6 of 4-amino-5-cyano-6-bromo-pyrrolo[2,3-d]pyrimidine, a Vorbrüggen glycosylation with 1,2,3-tri-O-acetyl-5-deoxy-β-D-ribofuranose afforded a completely regioselective N-9 glycosylation product, which is unambiguously confirmed by X-ray diffraction analysis. All of the involved intermediates were well characterized by various spectra.

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Seela, Frank, Simone Budow, and Xiaohua Peng. "7-Deazapurine (Pyrrolo[2,3-d]pyrimidine) 2-Deoxyribonucleosides: Syntheses and Transformations." Current Organic Chemistry 16, no. 2 (2012): 161–223. http://dx.doi.org/10.2174/138527212798993086.

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Talekar, Ratnakar R., and Richard H. Wightman. "Synthesis of some pyrrolo[2,3-d]pyrimidine and 1,2,3-triazole isonucleosides." Tetrahedron 53, no. 10 (1997): 3831–42. http://dx.doi.org/10.1016/s0040-4020(97)00102-6.

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null. "Pyrrolo[2,3]pyrimidine inhibitors of Janus kinase 3 protein tyrosine kinase." Expert Opinion on Therapeutic Patents 13, no. 7 (2003): 1087–92. http://dx.doi.org/10.1517/eotp.13.7.1087.22990.

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