Premium
Derivatives of the new ring system pyrazolo[4,3‐ d ]‐ v ‐triazine and the synthesis of 5,7‐disubstituted 3‐methylpyrazolo[4,3‐ d ] pyrimidines and 5,7‐disubstituted 3‐methylpyrazolo[4,3‐ d ]pyrimidine 6‐uxides which are structurally related to the nucleoside antibiotics formycin and formycin B
Author(s) -
Long Robert A.,
Gerster John F.,
Townsend Leroy B.
Publication year - 1970
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570070418
Subject(s) - chemistry , ring (chemistry) , triazine , bicyclic molecule , pyrimidine , yield (engineering) , derivative (finance) , medicinal chemistry , pyrazole , d 1 , closure (psychology) , stereochemistry , combinatorial chemistry , organic chemistry , market economy , biochemistry , materials science , receptor , economics , financial economics , metallurgy
The synthesis of 7‐methylpyrazolo[4,3‐ d ]‐ v ‐triazin‐4‐one ( 6 ), a derivative of the new ring system, pyrazolo[4,3‐ d ]‐ v ‐triazine, has been accomplished by a diazotization reaction. Ring closure of the appropriate pyrazole derivative and oxidation of the preformed bicyclic heterocycle with m ‐chloroperoxybenzoic acid has furnished 7‐substituted 3‐methylpyrazolo[4,3‐ d ]pyrimidine 6‐oxides. Ring closures to yield various 5,7‐disubstituted 3‐methylpyrazolo[4,3‐ d ]pyrimidines are also discussed.