Premium
New, convenient synthesis of 2‐alkyl‐ and 2‐vinylpyrazolo[3,4‐ d ]‐pyrimidine derivatives
Author(s) -
Senga Keitaro,
Kanamori Yukako,
Kanazawa Hashime,
Nishigaki Sadao
Publication year - 1978
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.5570150302
Subject(s) - triethyl orthoformate , chemistry , pyrimidine , dimethylformamide , alkyl , medicinal chemistry , organic chemistry , stereochemistry , catalysis , solvent
Treatment of 1,3‐dimethyl‐6‐hydrazinouracil with the appropriate dimethylformamide dialkylacetal afforded the, corresponding 2‐alkyl‐5,7‐dimethylpyrazolo[3,4‐ d ]pyrimidine‐4,6‐(5 H ,7 H )diones. The reaction of 1,3‐dimethyl‐6‐(α‐methylbenzylidenehydrazino)uracils with dimethylformamide dimethylacetal or triethyl orthoformate gave the corresponding 5,7‐dimethyl‐2‐vinylpyrazolo[3,4‐ d ]pyrimidine‐4,6(5 H ,7 H )diones, respectively. Similarly, treatment of 1,3‐dimethyl‐6‐(α‐methylbenzylidenehydrazino)uraeils with triethyl orthopropionate yielded the corresponding 5,7‐dimethyl‐3‐ethyl‐2‐vinylpyrazolo[3,4‐ d ]pyrimidine‐4,6(5 H ,7 H )diones.