Efficient and library-friendly synthesis of 4-N-substituted 6-bromopyrido[2,3-d]pyrimidines under microwave irradiation

被引：3

作者：

Sun, Ya-Quan ^{[1
,2
,3
]}

Zong, Chao-Yang ^{[2
]}

Ji, Jin-Yu ^{[1
]}

Han, Qing ^{[2
]}

机构：

[1] Yancheng Teachers Univ, Sch Pharm, Yancheng 224051, Peoples R China

[2] Nanjing Tech Univ, Inst Chem Technol, Nanjing 210000, Jiangsu, Peoples R China

[3] Jiangsu Marine Ind Res Inst, Yancheng 224051, Peoples R China

来源：

CHEMICAL PAPERS | 2018年 / 72卷 / 12期

关键词：

Pyrido[2; 3-d]pyrimidines; Dimroth rearrangement; Microwave-assisted synthesis; Organic synthesis; GROWTH-FACTOR RECEPTOR; ASSISTED SYNTHESIS; ANTITUMOR-ACTIVITY; DERIVATIVES; INHIBITORS; DESIGN; HETEROCYCLES;

D O I：

10.1007/s11696-018-0498-3

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In this paper, a novel synthetic method for 4-N-substituted 6-bromopyrido[2,3-d]pyrimidines was reported. Starting from 2-aminonicotinonitrile, following by bromination of aromatic ring, condensation, cyclization, and Dimroth rearrangement, a series of 21 new pyrido[2,3-d]pyrimidine derivatives was prepared in high yields (up to 98%). In the last two steps, microwave irradiation was used. The structures of synthesized compounds were determined by NMR, IR, and HRMS techniques. The results showed that application of microwave irradiation has a beneficial effect for the preparation of desired products, as it is simple and efficient method for improving the yields and reducing the formation of undesirable by-products.

引用

页码：2965 / 2972

页数：8

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