Pyrazolo[3,4-d]pyrimidine誘導体に関する研究(第1報)1-Methyl-および1-Phenyl-1H-pyrazolo[3,4-d]pyrimidineとGrignard試薬との反応

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As a part of systematic studies on the chemical nature of 1-methyl-(I) and 1-phenyl-1H-pyrazolo [3,4-d] pyrimidine (II), their reaction with the Grignard reagent was examined. Reaction of I with methylmagnesium iodide, ethylmagnesium bromide, isopropylmagnesium bromide, benzylmagnesium chloride, or phenylmagnesium bromide respectively gave 4-methyl-(Va), 4-ethyl-(Vb), 4-isopropyl-(Vc), 4-benzyl-(Vd), and 4-phenyl-1-methyl-4,5-dihydro-1H-pyrazolo [3,4-d] pyrimidine (Ve). Ferricyanide oxidation of Va-e respectively gave 4-methyl-(VIa), 4-ethyl-(VIb), 4-isopropyl-(VIc), 4-benzyl-(VId), and 4-phenyl-1-methyl-1H-pyrazolo [3,4-d] pyrimidine (VIe). II also underwent the same reaction as I with the same alkylmagnesium halides in anhyd. ether and respectively formed 4-methyl-(VIIa), 4-ethyl (VIIb), 4-isopropyl-(VIIc), 4-benzyl-(VIId), and 4-phenyl-1-phenyl-4,5-dihydro-1H-pyrazolo [3,4-d] pyrimidine (VIIe). Similar to the case of Va-e, ferricyanide oxidation of VIIa-e respectively gave 4-methyl-(VIIIa), 4-ethyl (VIIIb), 4-isopropyl-(VIIIc), 4-benzyl-(VIIId), and 4-phenyl-1-phenyl-1H-pyrazolo-[3,4-d] pyrimidine (VIIIe).
公益社団法人日本薬学会の論文
1974-06-25