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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)

✍ Scribed by Edith Bencteux; Raymond Houssin

Book ID: 102338334
Publisher: Journal of Heterocyclic Chemistry
Year: 1997
Tongue: English
Weight: 272 KB
Volume: 34
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570340447

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✦ Synopsis

Abstract

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.

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