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Synthesis and reactions of fluoroaryl substituted 2‐amino‐3‐cyanopyrroles and pyrrolo[2,3‐ d ]pyrimidines
Author(s) -
Dave Chaitanya G.,
Desai Nirmal D.
Publication year - 1999
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.5570360325
Subject(s) - chemistry , formic acid , formamide , medicinal chemistry , organic chemistry , reaction conditions , pyrimidine , phosphorus , stereochemistry , catalysis
Some fluoroaryl substituted 2‐amino‐3‐cyanopyrroles 2 were synthesized from the reaction between (2‐bromo‐1‐arylalkylidene)propanedinitriles 1 and fluoroaryl substituted aromatic amines under Gewald reaction condition, which on reaction with formamide and formic acid gave 4‐aminopyrrolo[2,3‐ d ]pyrimidines 3 and pyrrolo[2,3‐ d ]‐pyrimidin‐4(3 H )‐ones 4 respectively. 4‐Chloropyrrolo[2,3‐ d ]pyrimidines 5 were prepared by chlorination of 4 with phosphorus oxychloride, which on hydrazinolysis provided 4‐hydrazinopyrrolo[2–3‐ d ]pyrirnidines 6 .