Reactions of Pyrazolo [1,5-α] pyrimidine Derivatives with Nucleophiles. I. Nucleophilic Addition to 6,7-Dicarbethoxypyrazolo [1,5-α]-pyrimidine-3-carbonitrile in the Presence of Boron Trifluoride Etherate

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概要

• 論文の詳細を見る

• Nucleophilic additions of phenol analogs, indoles, and enamines of cyclohexanone to 6,7-dicarbethoxypyrazolo [1,5-α] pyrimidine-3-carbonitrile (1) in the presence of boron trifluoride etherate are described. For example, though phenol or o-cresol (having no substituent at the para-position) reacted with 1 to give cyclohexadienylidene derivatives (3,4), p-cresol or p-methoxyphenol gave the spiro {benzofuran-3 (2H), 7'(4'H)-pyrazolo-[1,5-α] pyrimidine} compounds (6,7) upon reaction with 1. Indoles reacted with 1 to give the 7-indolyl derivatives (11,12). When 1 was treated with enamines of cyclohexanone in the presence of a slight excess of boron trifluoride etherate, 7-(2-amino-1-cyclohexenyl) pyrazolo [1,5-α] pyrimidines (13,14) were obtained as their boron trifluoride complexes in good yields.

• 公益社団法人日本薬学会の論文
• 1981-09-25

著者

• 栗原 拓史

  Osaka University of Pharmaceutical Sciences

• 那須 啓子

  Osaka College of Pharmacy

• 栗原 拓史

  Osaka College Of Pharmacy

関連論文

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