Routes to Pyrazolo[3,4‐ e ][1,4]thiazepine, Pyrazolo[1,5‐ a ]pyrimidine and Pyrazole Derivatives | Zendy

Elmaati Tarek M. Abu | Zendy; ElTaweel Fathi M. A. | Zendy

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Routes to Pyrazolo[3,4‐ e ][1,4]thiazepine, Pyrazolo[1,5‐ a ]pyrimidine and Pyrazole Derivatives

Author(s) -

Elmaati Tarek M. Abu,

ElTaweel Fathi M. A.

Publication year - 2003

Publication title -

journal of the chinese chemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.329

H-Index - 45

eISSN - 2192-6549

pISSN - 0009-4536

DOI - 10.1002/jccs.200300063

Subject(s) - chemistry , thioglycolic acid , pyrazole , pyrimidine , resorcinol , medicinal chemistry , derivative (finance) , ethyl cyanoacetate , malononitrile , organic chemistry , stereochemistry , catalysis , financial economics , economics

5‐Aminopyrazole 1 was condensed with aryl aldehydes to give the 4‐arylidenes 2 . Compound 2 reacted with thioglycolic acid and ethyl cyanoacetate to give the pyrazolothiazepines 3 and pyrazolopyrimidines 4 , respectively. Diazotized 2a coupled with resorcinol to give the pyrazole derivative 5a . Reaction of 1a with β‐keto esters 7, 8 and acetoacetanilides 13 afforded the pyrazolopyrimidines 11, 12 and 15 , respectively. Condensation of 1a with 2‐acetylindan‐1,3‐dione 16 yielded fused pyrazolopyrimidine 18 . Compound 1a also reacted with the enaminonitriles 19 and 22 to give the pyrazolopyrimidine 20 and 24 , respectively.

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