Solid-phase synthesis of 4,8-disubstituted-8,9-dihydropyrazino [2,3-g]quinazolin7(6H)-ones

被引：2

作者：

Zhang, Yandong ^{[1
]}

Yao, Chao ^{[1
]}

Houghten, Richard A. ^{[1
,2
]}

Yu, Yongping ^{[1
]}

机构：

[1] Zhejiang Univ, Coll Pharmaceut Sci, Hangzhou 310058, Peoples R China

[2] Torry Pines Inst Mol Studies, San Diego, CA 92121 USA

来源：

BIOPOLYMERS | 2008年 / 90卷 / 03期

关键词：

solid phase; combinatorial chemistry; quinazolines;

D O I：

10.1002/bip.20842

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

An approach for the solid-phase synthesis of 4,81 disubstituted-8,9-dihydropyrazino[2,3-g]quinazolin-7(6H)-ones from 4-chloro-7-fluoro-6-nitroquinazoline scaffold is described. A chemoselective reaction of resin-bound arylamines (3) with 4-chloro-7-fluoro-6-nitroquinazoline (8) yielded resin-bound 4-arylamino-7fluoro-6-nitroquinazolines (4), which were reacted with amino acid methyl esters to afford the corresponding resin-bound compound (5). Following the reduction of nitro group and intramolecular cyclization of 5, resin-bound 4,8-disubstituted-8,9-dihydropyrazino[2,3g]quinazolin-7(6H)-one (6) was yielded. The desired products (7) were obtained in good yields and purities after cleavage from the resin. (c) 2007 Wiley Periodicals, Inc.

引用

页码：439 / 443

页数：5

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