Studies on pyrimidine derivatives. XXXIX. Site-selectivity in the reaction of 5-substituted and 4, 5-disubstituted pyrimidine N-oxides with trimethylsilyl cyanide.

H YAMANAKA, T SAKAMOTO, S NISHIMURA…

Index: Yamanaka, Hiroshi; Sakamoto, Takao; Nishimura, Sumiko; Sagi, Mataichi Chemical and Pharmaceutical Bulletin, 1987 , vol. 35, # 8 p. 3119 - 3126

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Citation Number: 14

Abstract

The site-selectivity in the modified Reissert-Henze reaction of 5-substituted, and 4, 5- disubstituted pyrimidine 1-oxides with trimethylsilyl cyanide was examined. The reaction of 5- substituted 4-methoxypyrimidine 1-oxides with trimethylsilyl cyanide gave exclusively 2- pyrimidine-carbonitriles in good yields without exception. On the other hand, the other 5- substituted and 4, 5-disubstituted pyrimidine 1-oxides gave mainly 6- ...