Studies on pyrazolo [3, 4-d] pyrimidine derivatives. XVI. Preparation of Reissert compounds from condensed pyrimidine systems catalyzed by lewis acids.

T HIGASHINO, S SATO, A MIYASHITA…

Index: Higashino, Takeo; Sato, Susumu; Miyashita, Akira; Katori, Tatsuhiko Chemical and Pharmaceutical Bulletin, 1987 , vol. 35, # 12 p. 4803 - 4812

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Citation Number: 8

Abstract

Among various Lewis acids, aluminium chloride (AlCl 3) was the most effective catalyst for the formation of the Reissert compound (2 1a, 5-benzoyl-4, 5-dihydro-1-phenyl-1H-pyrazolo [3, 4-d] pyrimidine-4-carbonitrile) of 1-phenyl-1H-pyrazolo [3, 4-d] pyrimidine (1 1) by using benzoyl chloride and trimethylsilyl cyanide (TMSCN) in anhydrous methylene chloride (CH 2 Cl 2). Application of this method to derivatives of the following condensed pyrimidines, 1H- ...