Studies on Pyrimidine Derivatives. I. Reaction of Pyrimidine N-Oxides with Enamines
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概要
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Reactions of 4,6-disubstituted pyrimidine N-oxides (Ia-f) with some enamines in the presence of benzoyl chloride were investigated. When Ia-f were treated with 1-morpholino-1-isobutene (II) in a similar manner given for the reaction of quinoline 1-oxide with II, α, α-dimethyl-(4,6-disubstituted 2-pyrimidine) acetaldehyde (IIIa-f) were obtained in moderate yields. Similarly, the reaction of Ia-f with 1-morpholino-1-cyclohexene (IV) and 1-morpholino-1-cycloheptene (VI) afforded 2-(4,6-disubstituted 2-pyrimidinyl)-cyclohexanones (V) and-cycloheptanones (VII), respectively. However, the reaction of 4-ethoxy-6-methylpyrimidine 1-oxide with 1-piperidino-1-styrene under the same condition resulted in the formation of 2-phenacylpyrimidine (IX) in a poor yield. Pyrimidine N-oxides used in this investigation were as follows : 4-methoxy-6-methyl-(Ia), 4-ethoxy-6-methyl-(Ib), 4-isopropoxy-6-methyl-(Ic), 4-benzyloxy-6-methyl-(Id), 4-methyl-6-phenyl-(Ie), and 4,6-dimethyl-pyrimidine 1-oxide (If).
- 公益社団法人日本薬学会の論文
- 1975-11-25
著者
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山中 宏
Pharmaceutical Institute, Tohoku University
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新妻 節子
Pharmaceutical Institute, Tohoku University
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坂内 由美
Pharmaceutical Institute, Tohoku University
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坂本 尚夫
Pharmaceutical Institute Tohoku University
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新妻 節子
Pharmaceutical Institute Tohoku University
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坂内 由美
Pharmaceutical Institute Tohoku University
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