SYNTHESIS OF 7,8-DIHYDROPYRIDO[2,3-d]PYRIMIDINE DERIVATIVES FROM 4,6-DICHLORO-2-(METHYLSULFANYL)PYRIMIDINE

被引：5

作者：

Kobayashi, Kazuhiro ^{[1
]}

Nozawa, Ippei ^{[1
]}

Ueyama, Takuma ^{[1
]}

Utsumi, Hiroaki ^{[1
]}

Hiyoshi, Hidetaka ^{[2
]}

Umezu, Kazuto ^{[2
]}

机构：

[1] Tottori Univ, Grad Sch Sustainabil Sci, Dept Engn, Appl Chem Field Chem & Biotechnol Course, 4-101 Koyama Minami, Tottori 6808552, Japan

[2] Ihara Chem Ind Co Ltd, Dev Sect, Mkt & Dev Dept, Mkt Div,Taito Ku, 4-26 Ikenohata 1 Chome, Tokyo 1100008, Japan

来源：

HETEROCYCLES | 2017年 / 94卷 / 08期

关键词：

D O I：

10.3987/COM-17-13720

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new and convenient method for the preparation of 7,8-dihydropyrido[2,3-d]pyrimidine derivatives has been developed utilizing a three-step sequence starting with a commercially available 4,6-dichloro-2-(methylsulfanyl)pyrimidine (DCSMP). Thus, successive treatment of the starting material with LDA and cinnamaldehyde or its derivatives leads to the formation of 3-aryl-1-[4,6-dichloro-2-(methylsulfanyl)pyrimidin-5-yl]prop-2-en-1-ols. After replacement of one of the two chloro-substituents with primary amines, cyclization of the resulting precursors gives the desired products on treatment with methanesulfonyl chloride in the presence of triethylamine.

引用

页码：1427 / 1438

页数：12

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