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Journal articles on the topic '2-Aminopyrimidines'

Author: Grafiati

Published: 4 June 2021

Last updated: 5 February 2022

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1

Zhao, Mingzhu, Juewang Cai, and Xiaoming Zhao. "Silver-promoted selective fluorination of 2-aminopyrimidines: synthesis of 5-fluoro-2-aminopyrimidine derivatives." Organic Chemistry Frontiers 6, no. 4 (2019): 426–31. http://dx.doi.org/10.1039/c8qo01054d.

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Ag-Promoted selective fluorination of 2-aminopyrimidine derivatives with Selectfluor is presented, giving 4-substituted 5-fluoro-2-aminopyrimidines in fair to high yields with excellent regioselectivities.

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2

Dwivedi, Parmesh Kumar, Kishu Tripathi, and Mamta Mishra. "ChemInform Abstract: The Aminopyrimidines. Part 2." ChemInform 42, no. 9 (2011): no. http://dx.doi.org/10.1002/chin.201109263.

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3

Grigoryan, L. A., M. A. Kaldrikyan, and R. G. Melik-Ogandzhanyan. "Synthesis of new 2-sulfanyl- and 2-aminopyrimidines." Russian Journal of Organic Chemistry 48, no. 6 (2012): 829–35. http://dx.doi.org/10.1134/s1070428012060140.

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4

Hoffelner, Michael, Usama Hassan, Werner Seebacher, et al. "New 2-aminopyrimidine derivatives and their antitrypanosomal and antiplasmodial activities." Monatshefte für Chemie - Chemical Monthly 151, no. 9 (2020): 1375–85. http://dx.doi.org/10.1007/s00706-020-02674-7.

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Abstract Novel 2-aminopyrimidine derivatives were prepared from acyclic starting materials, benzylidene acetones and ammonium thiocyanates, via 5 steps, including ring closure, aromatization, S-methylation, oxidation to methylsulfonyl compounds, and formation of guanidines with suitable amines. The prepared compounds differ from each other by the substitutions of their amino group and of their phenyl ring. The 2-aminopyrimidines were tested by use of microplate assays for their in vitro activities against a causative organism of sleeping sickness, Trypanosoma brucei rhodesiense, as well as aga

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5

Giridhar, Rajani, Riyaj S. Tamboli, R. Ramajayam, Dhaval G. Prajapati, and M. R. Yadav. "Assessment of antiplatelet activity of 2-aminopyrimidines." European Journal of Medicinal Chemistry 50 (April 2012): 428–32. http://dx.doi.org/10.1016/j.ejmech.2012.01.035.

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6

Cui, Xue, Jianting Ma, Tingting Zeng, Junyu Xu, Youbin Li, and Xuesong Wang. "Metal-free cascade synthesis of unsymmetrical 2-aminopyrimidines from imidazolate enaminones." RSC Advances 11, no. 39 (2021): 24247–53. http://dx.doi.org/10.1039/d1ra04319f.

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7

Ermolat’ev, Denis S., and Erik V. Van der Eycken. "A Divergent Synthesis of Substituted 2-Aminoimidazoles from 2-Aminopyrimidines." Journal of Organic Chemistry 73, no. 17 (2008): 6691–97. http://dx.doi.org/10.1021/jo8008758.

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8

Rospenk, Maria, and Aleksander Koll. "Self-assembly of 2-aminopyrimidines in nonpolar solvents." Journal of Molecular Structure 844-845 (November 2007): 232–41. http://dx.doi.org/10.1016/j.molstruc.2007.04.010.

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9

Robinson, Sarel J., Jacobus P. Petzer, Gisella Terre’Blanche, et al. "2-Aminopyrimidines as dual adenosine A1/A2A antagonists." European Journal of Medicinal Chemistry 104 (November 2015): 177–88. http://dx.doi.org/10.1016/j.ejmech.2015.09.035.

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10

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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11

Prince, Barry J., Mark M. Turnbull, and Roger D. Willett. "Copper(II) Halide Complexes of 2-Aminopyrimidines: Crystal Structures of [(2-aminopyrimidine) n CuCl2] (n=1,2) and (2-amino-5-bromopyrimidine)2CuBr2." Journal of Coordination Chemistry 56, no. 5 (2003): 441–52. http://dx.doi.org/10.1080/0095897031000099983.

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12

Nájera, Carmen, José Miguel Sansano, and Enrique Gómez-Bengoa. "Heterocycle-based bifunctional organocatalysts in asymmetric synthesis." Pure and Applied Chemistry 88, no. 6 (2016): 561–78. http://dx.doi.org/10.1515/pac-2016-0403.

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AbstractDifferent chiral bifunctional organocatalysts derived from trans-cyclohexane-1,2-diamine bearing different types of guanidine units able to form-hydrogen bonding activation have been designed. Conformational rigid 2-aminobenzimidazoles bearing a tertiary amino group have been used in enantioselective Michael type reactions of activated methylene compounds to nitroalkenes. The C2 symmetric bis(2-aminobenzimidazole) derivatives the appropriate organocatalyst for the conjugate addition of 1,3-dicarbonyl compounds to maleimides as well as for the SN1 reaction of benzylic alcohols with carb

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13

Kucerovy, Andrew, Paul G. Mattner, Joel S. Hathaway, and Oljan Repic. "Improved Synthesis of Fluoroalkyl and Fluoroaryl Substituted 2-Aminopyrimidines." Synthetic Communications 20, no. 6 (1990): 913–17. http://dx.doi.org/10.1080/00397919008052340.

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14

Giridhar, Rajani, Riyaj S. Tamboli, R. Ramajayam, Dhaval G. Prajapati, and M. R. Yadav. "ChemInform Abstract: Assessment of Antiplatelet Activity of 2-Aminopyrimidines." ChemInform 43, no. 33 (2012): no. http://dx.doi.org/10.1002/chin.201233178.

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15

Das, Animesh, Akash Jana, and Biplab Maji. "Palladium-catalyzed remote C–H functionalization of 2-aminopyrimidines." Chemical Communications 56, no. 31 (2020): 4284–87. http://dx.doi.org/10.1039/d0cc00575d.

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16

Baskaran, Subramanian, Emily Hanan, Daniel Byun, and Wang Shen. "A facile reduction of 2-aminopyrimidines with triethylsilane and trifluoroacetic acid." Tetrahedron Letters 45, no. 10 (2004): 2107–11. http://dx.doi.org/10.1016/j.tetlet.2004.01.056.

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17

Wang, Chenxi, Juewang Cai, Min Zhang, and Xiaoming Zhao. "Ag-Assisted Fluorination of Unprotected 4,6-Disubstituted 2-Aminopyrimidines with Selectfluor." Journal of Organic Chemistry 82, no. 2 (2017): 1260–65. http://dx.doi.org/10.1021/acs.joc.6b02624.

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18

Lane, Timothy K., Minh H. Nguyen, Brendan R. D'Souza, Nathan A. Spahn, and Janis Louie. "The iron-catalyzed construction of 2-aminopyrimidines from alkynenitriles and cyanamides." Chemical Communications 49, no. 70 (2013): 7735. http://dx.doi.org/10.1039/c3cc44422h.

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19

Giridhar, Rajani, Riyaj S. Tamboli, Dhaval G. Prajapati, Sanket Soni, Sarita Gupta, and M. R. Yadav. "Synthesis of novel 4,6-diaryl-2-aminopyrimidines as potential antiplasmodial agents." Medicinal Chemistry Research 22, no. 7 (2012): 3309–15. http://dx.doi.org/10.1007/s00044-012-0328-z.

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20

Zídek, Zdeněk, Miloslav Kverka, Adéla Dusilová, Eva Kmoníčková, and Petr Jansa. "Dual inhibition of nitric oxide and prostaglandin E 2 production by polysubstituted 2-aminopyrimidines." Nitric Oxide 57 (July 2016): 48–56. http://dx.doi.org/10.1016/j.niox.2016.04.008.

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21

Radhakrishnan, K., Namita Sharma, and Lal Mohan Kundu. "Direct synthesis of 5- and 6-substituted 2-aminopyrimidines as potential non-natural nucleobase analogues." RSC Adv. 4, no. 29 (2014): 15087–90. http://dx.doi.org/10.1039/c4ra00249k.

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22

Schmidt, Elena Yu, Inna V. Tatarinova, Nadezhda I. Protsuk, Igor’ A. Ushakov, and Boris A. Trofimov. "A One-Pot Synthesis of 2-Aminopyrimidines from Ketones, Arylacetylenes, and Guanidine." Journal of Organic Chemistry 82, no. 1 (2016): 119–25. http://dx.doi.org/10.1021/acs.joc.6b02233.

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23

Lane, Timothy K., Minh H. Nguyen, Brendan R. D'Souza, Nathan A. Spahn, and Janis Louie. "ChemInform Abstract: Iron-Catalyzed Construction of 2-Aminopyrimidines from Alkynenitriles and Cyanamides." ChemInform 44, no. 52 (2013): no. http://dx.doi.org/10.1002/chin.201352169.

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24

ZAGULYAEVA, O. A., A. S. ZANINA, S. I. SHERGINA, I. E. SOKOLOV, V. P. MAMAEV та I. L. KOTLYAREVSKII. "ChemInform Abstract: Synthesis of Methoxyalkyl-Substituted 2-Aminopyrimidines from γ- Methoxyalkynyl Ketones." ChemInform 22, № 18 (2010): no. http://dx.doi.org/10.1002/chin.199118186.

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25

Nemeryuk, Michal P., Andrej L. Sedov, Tamara S. Safonova, Antonín Černý, and Jiří Křepelka. "Transformations of substituted 5-aminopyrimidines under conditions of the diazotization." Collection of Czechoslovak Chemical Communications 51, no. 1 (1986): 215–33. http://dx.doi.org/10.1135/cccc19860215.

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Reaction of nitrous acid with 4-substituted and 4,6-substituted 5-aminopyrimidines Ia-In produces 4-substituted and 4,5-disubstituted 1,2,3-triazoles IIa-IIv,resp. Under similar conditions, 2,5-diaminopyrimidines XIIa-XIId give N(7)-oxides of 2-amino-4-aralkylthiopyrimido[5,4-d]-1,2,3-triazines XIIIa-XIIId, and 5-amino-4-chloropyrimidines In and X give 2-diazocyanoacetamides XIa and XIb resp. Also described are syntheses of 5-formylaminopyrimidines XVa-XVg from glycine ethyl ester via sodium salt XVI.

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26

Li, Chaomin, and Andrew Rosenau. "A practical strategy for the synthesis of 2-dialkylamino-4-arylamino-6-aminopyrimidines." Tetrahedron Letters 50, no. 43 (2009): 5888–93. http://dx.doi.org/10.1016/j.tetlet.2009.07.154.

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27

Polyakov, Anatoliy I., Vera A. Eryomina, Lidiya A. Medvedeva, Nadezhda I. Tihonova, and LeoniD G. Voskressensky. "First example of the groebke mcr using hydoxybenzal dehydes and substituted 2-aminopyrimidines." Journal of Heterocyclic Chemistry 45, no. 6 (2008): 1589–96. http://dx.doi.org/10.1002/jhet.5570450606.

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28

Harnden, Michael R., and Richard L. Jarvest. "Pyrrolidine analogues of 2′,3′-dideoxynucleosides: synthesis via 9-aminopurines and 1-aminopyrimidines." J. Chem. Soc., Perkin Trans. 1, no. 9 (1991): 2073–79. http://dx.doi.org/10.1039/p19910002073.

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29

Lee, Jinho, Kyoung-Hee Kim, and Shinwu Jeong. "Discovery of a novel class of 2-aminopyrimidines as CDK1 and CDK2 inhibitors." Bioorganic & Medicinal Chemistry Letters 21, no. 14 (2011): 4203–5. http://dx.doi.org/10.1016/j.bmcl.2011.05.081.

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30

Zhan, Zhuang-Ping, Qing-Zhen Chen, Zong-Cang Ding, Yan-Li Ma, and Zhen-Dong Wang. "Microwave-Assisted Synthesis of 2-Aminopyrimidines from Silica Gel-Adsorbed Propargyl Alcohols and Guanidine." HETEROCYCLES 85, no. 8 (2012): 1891. http://dx.doi.org/10.3987/com-12-12522.

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31

Alberola, Angel, Celia Andrés, Alfonso González Ortega, Rafael Pedrosa та Martina Vicente. "The Reaction of β-Aminoenones with Cyanamide. A High Efficient Synthesis of 2-Aminopyrimidines". Synthetic Communications 17, № 11 (1987): 1309–14. http://dx.doi.org/10.1080/00397918708057752.

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32

Kaczanowska, K., M. Harel, Z. Radi , J. P. Changeux, M. G. Finn, and P. Taylor. "Structural basis for cooperative interactions of substituted 2-aminopyrimidines with the acetylcholine binding protein." Proceedings of the National Academy of Sciences 111, no. 29 (2014): 10749–54. http://dx.doi.org/10.1073/pnas.1410992111.

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33

Hughes, Terry V., Stuart L. Emanuel, Amanda K. Beck, et al. "4-Aryl-5-cyano-2-aminopyrimidines as VEGF-R2 inhibitors: Synthesis and biological evaluation." Bioorganic & Medicinal Chemistry Letters 17, no. 12 (2007): 3266–70. http://dx.doi.org/10.1016/j.bmcl.2007.04.021.

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34

Zhu, Shirong, Shuhao Shi, Samuel W. Gerritz, and Michael J. Sofia. "Attachment of Unreactive Amines to the Solid Support: Synthesis of Phenyl-Substituted Anilines, 2-Aminopyridines, and 2-Aminopyrimidines." Journal of Combinatorial Chemistry 5, no. 3 (2003): 205–7. http://dx.doi.org/10.1021/cc0201039.

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35

Quesada, Antonio, Antonio Marchal, Manuel Melguizo, John N. Low, and Christopher Glidewell. "Symmetrically 4,6-disubstituted 2-aminopyrimidines and 2-amino-5-nitrosopyrimidines: interplay of molecular, molecular–electronic and supramolecular structures." Acta Crystallographica Section B Structural Science 60, no. 1 (2004): 76–89. http://dx.doi.org/10.1107/s0108768103024856.

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The structures of six symmetrically 4,6-disubstituted 2-aminopyrimidines, four of them containing a 5-nitroso substituent, have been determined. The nitroso compounds, in particular, exhibit polarized molecular–electronic structures leading to extensive charge-assisted hydrogen bonding. The intermolecular interactions observed include hard hydrogen bonds of N—H...N and N—H...O types together with O—H...O and O—H...N types in 2-amino-4,6-bis(2-hydroxyethylamino)-5-nitrosopyrimidine; soft hydrogen bonds of the C—H...O type in both 2-amino-4,6-bis(morpholino)-5-nitrosopyrimidine (3) and 2-amino-4

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36

Schmidt, Elena Yu, Inna V. Tatarinova, Elena V. Ivanova та Boris A. Trofimov. "2-Aminopyrimidines in just two steps from ketones, acetylenes and guanidine via β,γ enones". Mendeleev Communications 27, № 3 (2017): 283–84. http://dx.doi.org/10.1016/j.mencom.2017.05.022.

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37

Sumitha Celin, T., та S. Nagarajan. "Inclusion complexation of 2-aminopyrimidines with β-cyclodextrin, physico-chemical and nuclear magnetic spectroscopic studies". Materials Science-Poland 32, № 1 (2014): 39–44. http://dx.doi.org/10.2478/s13536-013-0158-9.

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38

Lee, Jinho, Kyoung-Hee Kim, and Shinwu Jeong. "ChemInform Abstract: Discovery of a Novel Class of 2-Aminopyrimidines as CDK1 and CDK2 Inhibitors." ChemInform 42, no. 47 (2011): no. http://dx.doi.org/10.1002/chin.201147150.

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39

HARNDEN, M. R., and R. L. JARVEST. "ChemInform Abstract: Pyrrolidine Analogues of 2′,3′-Dideoxynucleosides: Synthesis via 9- Aminopurines and 1-Aminopyrimidines." ChemInform 22, no. 49 (2010): no. http://dx.doi.org/10.1002/chin.199149279.

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40

Koenig, John R., Huaqing Liu, Irene Drizin, et al. "Rigidified 2-aminopyrimidines as histamine H4 receptor antagonists: Effects of substitution about the rigidifying ring." Bioorganic & Medicinal Chemistry Letters 20, no. 6 (2010): 1900–1904. http://dx.doi.org/10.1016/j.bmcl.2010.01.131.

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41

Alberola, Angel, Luis F. Antol地, Ana M. Gonz�ez, Miguel A. Laguna, and Francisco J. Pulido. "Base-induced Ring Cleavage of 4-Functionalized 3-Unsubstituted Isoxazoles. Synthesis of 2-Aminopyrimidines and Pyrimidine-2(3H)-thiones." HETEROCYCLES 25, no. 1 (1987): 393. http://dx.doi.org/10.3987/s-1987-01-0393.

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42

Rehwald, Matthias, and Karl Gewald. "Synthesis of Thieno[2,3-d]pyrimidines and Aminopyrimidines from 2-Alkoxy-5-cyano-4-thioxopyrimidine Intermediates." HETEROCYCLES 48, no. 6 (1998): 1157. http://dx.doi.org/10.3987/com-98-8117.

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43

Kaczanowska, Katarzyna, Gisela Andrea Camacho Hernandez, Larissa Bendiks та ін. "Substituted 2-Aminopyrimidines Selective for α7-Nicotinic Acetylcholine Receptor Activation and Association with Acetylcholine Binding Proteins". Journal of the American Chemical Society 139, № 10 (2017): 3676–84. http://dx.doi.org/10.1021/jacs.6b10746.

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44

Chen, Qing-Zhen, Zong-Cang Ding, Yan-Li Ma, Zhen-Dong Wang, and Zhuang-Ping Zhan. "ChemInform Abstract: Microwave-Assisted Synthesis of 2-Aminopyrimidines from Silica Gel-Adsorbed Propargyl Alcohols and Guanidine." ChemInform 43, no. 49 (2012): no. http://dx.doi.org/10.1002/chin.201249172.

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45

Kumar, Amit, Poonam Kumari, and Sunita Bhagat. "A simple and highly efficient synthesis of novel fluorinated 4,6-disubstituted aminopyrimidines using Cd(OAc)2." Synthetic Communications 50, no. 24 (2020): 3830–35. http://dx.doi.org/10.1080/00397911.2020.1812657.

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46

Singh, Nimisha, Sarvesh Kumar Pandey, Namrata Anand, et al. "Synthesis, molecular modeling and bio-evaluation of cycloalkyl fused 2-aminopyrimidines as antitubercular and antidiabetic agents." Bioorganic & Medicinal Chemistry Letters 21, no. 15 (2011): 4404–8. http://dx.doi.org/10.1016/j.bmcl.2011.06.040.

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47

Rozentsveig, Igor B., Valery Yu Serykh, Gulnur N. Chernysheva, et al. "Two-Step Regioselective Synthesis of 3-(Sulfonylamino)imidazo[1,2-a]pyrimidines from 2-Aminopyrimidines andN-(2,2-Dichloro-2-phenylethylidene)arensulfonamides." European Journal of Organic Chemistry 2014, no. 29 (2014): 6547–57. http://dx.doi.org/10.1002/ejoc.201402695.

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48

Guerrero-Villalobos, Liliana Rocio, and FabiĂˇn Orozco LĂłpez. "RATIONAL DESIGN, SYNTHESIS AND CHARACTERIZATION OF HYBRID MOLECULES WITH PYRAZOLINE, PYRIMIDINE AND THIAZOLIDINE NUCLEI AS POTENTIAL ANTIBACTERIAL AGENTS." CBU International Conference Proceedings 5 (September 24, 2017): 1096–103. http://dx.doi.org/10.12955/cbup.v5.1077.

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In this paper, a set of computational tools were used to design and evaluate molecular structures resulting from the combination of the biologically interesting pyrazoline, aminopyrimidine and thiazolidine nuclei (molecular modification) to obtain new bioactive compounds. Key physicochemical properties were calculated (absorption, distribution, metabolism, excretion and toxicity), to determine the bioavailability of the designed compounds and to perform a preselection of 12 derivatives which were then optimized and studied by molecular docking with the receptor PBP3 (4bjp) from Escherichia col

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49

Verma, Vishal, Chandra Prakash Joshi, Alka Agarwal, Sakshi Soni, and Udichi Kataria. "A Review on Pharmacological Aspects of Pyrimidine Derivatives." Journal of Drug Delivery and Therapeutics 10, no. 5 (2020): 358–61. http://dx.doi.org/10.22270/jddt.v10i5.4295.

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Pyrimidine is an aromatic heterocyclic organic compound similar to pyridine. One of the three diazines (six-membered heterocyclics with two nitrogen atoms in the ring), it has the nitrogens at positions 1 and 3 in the ring. Pyrimidines are typically synthesized by the “Principal Synthesis” involving cyclization of beta-dicarbonyl compounds with N-C-N compounds. Reaction of the former with amidines to give 2-substituted pyrimidines, with urea to give 2-pyrimidiones, and guanidines to give 2-aminopyrimidines are typical. Pyrimidines can be prepared via the biginelli reaction. Many other methods

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50

Benderitter, Pascal, João Xavier de Araújo Júnior, Martine Schmitt, and Jean-Jacques Bourguignon. "2-Amino-6-iodo-4-tosyloxypyrimidine: a versatile key intermediate for regioselective functionalization of 2-aminopyrimidines in 4- and 6-positions." Tetrahedron 63, no. 50 (2007): 12465–70. http://dx.doi.org/10.1016/j.tet.2007.07.100.

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