Synthesis of 7-arylmethyl-substituted derivatives of 2-amino-2-pyrrolydin- 1-yl-5,6,7,8-tetrahydropyrido-[3,4-d]pyrimidine

被引:0
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作者
Kuznetsov A.Yu. [1 ]
Chapyshev S.V. [1 ]
机构
[1] Institute of Problems of Chemical Physics, Russian Academy of Sciences
关键词
1-benzyl-4-ethoxycarbonyl-3-oxopiperidine; Condensation; Pyrido[3,4-d]pyrimidines; Pyrrolidine-1-carboxamidine; Reductive amination; Sodium triacetoxyborohydride;
D O I
10.1007/s10593-007-0179-6
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学科分类号
摘要
7-Benzyl-2-pyrrolidin-1-yl-5,6,7,8-tetrahydro-3H-pyrido[3,4-d] pyrimidin-4-one was prepared by condensation of 1-benzyl-4-ethoxycarbonyl-3- oxopiperidine with pyrrolidine-1-carboxamidine. Subsequent treatment of the product with trifluoromethansulfonyl anhydride, aqueous ammonia, and hydrogen in the presence of palladium on carbon gave 4-amino-2-pyrrolidin-1-yl-5,6,7,8- tetrahydropyrido[3,4-d]pyrimidine in 80% yield. The given compound was used in the reductive amination of aldehydes in the synthesis of various 7-arylmethyl-substituted derivatives of 4-amino-2-pyrrolidin-1-yl-5,6,7,8- tetrahydropyrido[3,4-d]pyrimidine. © 2007 Springer Science+Business Media, Inc.
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页码:1167 / 1173
页数:6
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