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
收藏
页码：439 / 443
页数：5
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