A short and unequivocal synthesis of 5-aminotetrazolo[1,5-a]quinazoline as a tricyclic analogue of 4-(3-bromoanilino)6,7-dimethoxyquinazoline (PD 153035)

被引：12

作者：

Bencteux, E

Houssin, R

Henichart, JP

机构：

[1] Institut de Chimie Pharmaceutique, Université de Lille 2, rue du Professeur Laguesse

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 1997年 / 34卷 / 04期

关键词：

D O I：

10.1002/jhet.5570340447

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The discovery of 4-(3-bromoanilino)-6,7-dimethoxyquinazoline (PD 153035) as an extremely potent inhibitor of the tyrosine kinase activity of the epidermal growth factor receptor led to the preparation of several fused tricyclic quinazoline analogues. The present paper reports a new tricyclic derivative: 5-(3-bromoanilino)-7,8-dimethoxytetrazolo[1,5-a]quinazoline. This compound was synthesized by two different pathways via a 1,3-dipolar cycloaddition of an azide at carbon 2 of the quinazoline ring.

引用

页码：1375 / 1378

页数：4

共 17 条

[1]

BARKER AJ, 1995, Patent No. 0635507

[2]

BARKER AJ, 1992, Patent No. 520722

[3]

Bridges AJ, 1996, CURR MED CHEM, V3, P167

[4] Tyrosine kinase inhibitors .8. An unusually steep structure-activity relationship for analogues of 4-(3-bromoanilino)-6,7-dimethoxyquinazoline (PD 153035), a potent inhibitor of the epidermal growth factor receptor [J].