New straightforward synthesis of 2-amino-6-methyl-5-(pyridin-4-ylsulfanyl)- 3H-quinazolin-4-one

Synthetic Communications

Volumn 37, Issue 1, 2007, Pages 53-61

  Chen, Wei Min ^a,b   Wan, Shan He ^b  

^a JINAN UNIVERSITY   (China)

^b SOUTHERN MEDICAL UNIVERSITY   (China)

Author keywords

4 mercaptopyridine; Bromo group; Protecting agent; Quinazolin 4 one; Synthesis

Indexed keywords

2 AMINO 6 METHYL 5 (PYRIDIN 4 YLSULFANYL) 3H QUINAZOLIN 4 ONE; 2 GUANIDINO 5 BROMO 6 METHYLQUINAZOLIN 4 ONE; 4 MERCAPTOPYRIDINE; METHYL GROUP; POTASSIUM HYDROXIDE; PYRIDINE DERIVATIVE; PYRIDONE DERIVATIVE; QUINAZOLINE; UNCLASSIFIED DRUG;

ALKALINITY; ARTICLE; CHEMICAL STRUCTURE; CRYSTAL STRUCTURE; CRYSTALLIZATION; REACTION ANALYSIS; SUBSTITUTION REACTION; SYNTHESIS; X RAY ANALYSIS;

EID: 33846942305     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397910600978085     Document Type: Article

References (7)

1. Webber, S. E.; Bleckman, T. M.; Attard, J.; Deal, J. G.; Kathardekar, V.; Welsh, K. M.; Webber, S.; Janson, C. A.; Matthews, D. A.; Smith, W. W.; Freer, S. T.; Jordan, S. R.; Bacquet, R. J.; Howland, E. F.; Booth, C. L. J.; Ward, R. W.; Hermann, S. M.; White, J.; Morse, C. A.; Hilliard, J. A.; Bartlett, C. A. Design of thymidylate synthase inhibitors using protein crystal structures: The synthesis and biological evaluation of a novel class of 5-substituted quinazolinones. J. Med. Chem. 1993, 36, 733-746.
2. Webber, S. E.; Bleckman, T. M.; Attard, J.; Jones, T. R.; Varney, M. D. Antiproliferative quinazolines. U.S. Patent 5430148, 1995; Chem. Abstr. 1994, 120, 164214.
3. Chen, W. M.; Zeng, L. M. Baeyer-Villiger oxidation of 4-bromo-5-methylisatin. Chem. J. Chin. Universities 1999, 20, 421-423 (in Chinese).
4. Singh, S. K.; Govindan, M.; Hynes, J. B. Synthesis of 5-trifluoromethyl-5,8-dideazafolic acid and 5-trifluoromethyl-5,8- dideazaisofolic acid. J. Heterocyclic. Chem. 1990, 27, 2101-2105.
5. Han, G. D.; Zhao, S. W.; Li, S. W. (Eds.) Handbook of Organic Preparation (Volume II); Chemistry Industry Press: Beijing, 1977; p. 305 (in Chinese).
6. Grout, R. J.; Partridge, M. W. Cyclic amidines, part X: 2-aminoquinazoline derivatives. J. Chem. Soc. 1960, 3540-3545.
7. Reissenweber, G.; Mangold, D. Oxidation of isatins to isatoic anhydrides and 2,3-dioxo-1,4-benzoxazines. Angew. Chem., Int. Ed. Engl. 1980, 19, 222-223.