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The synthesis of 6,7‐dihydro‐5 H ‐pyrrolo[3,4‐ d ]pyrimidines. II. 4‐Hydroxy, 4‐mercapto, 2‐amino‐4‐hydroxy and 2,4‐dihydroxy derivatives
Author(s) -
Sheradsky Tuvia,
Southwick Philip L.
Publication year - 1967
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.5570040101
Subject(s) - chemistry , pyrimidine , ring (chemistry) , pyrroline , stereochemistry , derivative (finance) , medicinal chemistry , organic chemistry , financial economics , economics
Abstract Several new types of compounds in the 6,7‐dihydro‐5 H ‐pyrrolo[3,4‐ d ]pyrimidine series have been prepared. Included are a 6‐acyl derivative unsubstituted in the pyrimidine ring, as well as 4‐hydroxy, 4‐mercapto, 2‐amino‐4‐hydroxy and 2,4‐dihydroxy derivatives. These products were derived directly or indirectly from 4‐cyano‐ or 4‐carbethoxy‐1‐acyl‐3‐amino‐3‐pyrroline intermediates. 3‐Hydroxy, 3‐amino, and 3‐thioformylamino‐1‐acyl‐3‐pyrroline‐4‐thiocarboxamides have been obtained and the 3‐thioformylamino derivatives shown to undergo base‐catalyzed cyclization to close a 4‐mercaptopyrimidine ring.