1,3-二(乙氧基甲基)-5-N,N-二甲氨基-6-甲基尿嘧啶的合成

Synthesis of 1,3-(Diethoxymethyl)-5-N,N-dimethylamino-6-methyluracil

报道了1,3-二(乙氧基甲基)-5-N,N-二甲氨基-6-甲基尿嘧啶方便、高产率的合成方法.以6-甲基尿嘧啶(1)为起始物,经硝化、嘧啶N1,N3-烷基化、还原及氨基甲基化,首次高产率合成了1,3-二(乙氧基甲基)-5-N,N-二甲氨基-6-甲基尿嘧啶(5),并对其化学结构进行了表征.

A new practical approach to prepare 1,3-（diethoxymethyl）-5-N,N-dimethylamino-6-methyluracil （5） has been realized from 6-methyluracil （1）. Compound 5 is a key intermediate material in the synthesis of HIV-1 RT and methionine synthase inhibitors. 6-Methyluracil （1） reacted with HNO3-P205 giving 5-nitro-6-methyluracil （2）, which alkylated at N1,N3 through reaction with ethoxymethyl chloride to give 3. Compound 3 was then reduced through treatment with HCOONHa-Pd/C and the derived C-5 amino group reacted with CH3I to convert into compound 5 in good yield.