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The use of enamines in the synthesis of heterocycles
Author(s) -
Montgomery John A.,
Laseter Anne G.
Publication year - 1972
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.5570090521
Subject(s) - chemistry , pyrrolidine , enamine , ring (chemistry) , pyrimidine , closure (psychology) , stereochemistry , sequence (biology) , medicinal chemistry , combinatorial chemistry , organic chemistry , catalysis , biochemistry , economics , market economy
Abstract The reaction of the enamine N ‐styryl pyrrolidine with 4,6‐dichloro‐5‐nitropyrimidine and 4‐amino‐6‐chloro‐5‐nitropyrimidine was investigated. Reduction of resultant compounds was followed by spontaneous ring closure to the pyrrolo[3,2‐ d ]pyrimidine ring system. This reaction sequence should provide a general method for the preparation of 4,7‐disubstituted pyrrolo[3,2‐ d ]‐pyrimidines.