Synthesis of 1-(1,3-dialkyl-2-oxo-2,3-dihydro-1H-imidazo-[4,5-b]pyridin-5-yl)-5-oxopyrrolidine-3-carboxylic acids

被引：3
|
作者：
Smolyar, N. N. [1 ]
Troyan, N. N. [1 ]
Vasilechko, A. B. [1 ]
Lomov, D. A. [1 ]
Yutilov, Yu. M. [1 ]
机构：
[1] Natl Acad Sci Ukraine, Litvinenko Inst Phys Organ & Coal Chem, Donetsk 83114, Ukraine
来源：
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2007年 / 43卷 / 11期
关键词：
Hydrazine Hydrate; Itaconic Acid; Nitro Compound; Dimethyl Sulfate; Diethyl Sulfate;
D O I：
10.1134/S1070428007110206
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Nitration of 2,3-dihydro-1H-imidazo[4,5-b]pyridin-2-one gave its 5-nitro derivative which was subjected to alkylation with dimethyl sulfate, diethyl sulfate, and benzyl(dimethyl)phenylammonium chloride. The resulting 1,3-dimethyl-, 1,3-diethyl-, and 1,3-dibenzyl-5-nitro-2,3-dihydro-1H-imidazo[4,5-b]pyridin-2-ones were reduced to the corresponding 1,3-dialkyl-5-amino-2,3-dihydro-1H-imidazo[4,5-b]pyridin-2-ones, and the latter reacted with itaconic acid to produce 1-(1,3-dialkyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-5-yl)-5-oxopyrrolidine-3-carboxylic acids. 1-(2-Oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-5-yl)-5-oxopyrrolidine-3-carboxylic acid was obtained by analogous reaction with 5-amino-2,3-dihydro-1H-imidazo[4,5-b]-pyridin-2-one.
引用
收藏
页码：1706 / 1709
页数：4
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