New anticancer agents: synthesis of 1, 2-dihydropyrido [3, 4-b] pyrazines (1-deaza-7, 8-dihydropteridines)

C Temple Jr, GP Wheeler, RD Elliott…

Index: Temple, Carroll; Wheeler, Glynn P.; Elliott, Robert D.; Rose, Jerry D.; Kussner, Conrad L.; et al. Journal of Medicinal Chemistry, 1982 , vol. 25, # 9 p. 1045 - 1050

Full Text: HTML

Citation Number: 25

Abstract

Reaction of a-aminoacetophenone oximes (2) with ethyl 6-amino-4-chloro-5-nitropyridine-2- carbamate (1) gave ethyl 6-amino-5-nitro-4-[(2-0~ 0-2-phenylethyl) amino] pyridine-2- carbamate oximes (3), which were hydrolyzed under acidic conditions to give the corresponding ketones (4). Related pyridines substituted with a keto side chain were prepared from 1 and 1, 3-diaminopropanone oximes and by oxidation of the side-chain ...

 Related Synthetic Route

~59%

~62%

~%

~%

~65%

~78%

~%

~%

~%

~20%

~%

~%

~%

~%

~%

~71%

~%

~%

~%

~53%

~%

~%

~72%

~%

~%

~%

~%

~30%

~%

~%

~70%

~%

~%

~%

~17%

~%

~%

~%

~85%

~%

~%

~%

~%

~%

~%

~%

~%

~57%

~%

~%

~%

~84%

~%

~91%

~%

~%

~84%

~%

~%

~63%

~32%

~%

~%

~%

~%

~%

~%

~71%

~%

~%

~79%

~%

~%

~%

~%

~85%

~%

~%

~%

~45%

~%