Synthesis of 5-heterocyclic substituted quinazolin-4-ones via 2-aminobenzonitrile derivatives

doi:10.3987/COM-05-S(T)17

Paper

Synthesis of 5-heterocyclic substituted quinazolin-4-ones via 2-aminobenzonitrile derivatives

Published Feb 1, 2006 · M. Fray, Paul Allen, Paul R. Bradley

Heterocycles

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10

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Abstract

Two routes to prepare a series of six 5-heterocyclic substituted 2-chloro-7-methoxyquinazolin-4-ones are described, where the heterocycle is a substituted or unsubstituted 1-pyrazolyl, 5-pyrazolyl or 2-thiazolyl group. Both routes proceeded via key 2-aminobenzonitrile intermediates.

Study Snapshot

Two routes for preparing 5-heterocyclic substituted 2-chloro-7-methoxyquinazolin-4-ones were developed, both involving 2-aminobenzonitrile intermediates.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Synthesis of 5-heterocyclic substituted quinazolin-4-ones via 2-aminobenzonitrile derivatives

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References

Citations

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Palladium-catalyzed direct arylation of 4-bromo and 4-iodo N-substituted pyrazoles allows for chemoselective synthesis of bromo and iodo pyrazole derivatives with potential for chemical transformations.

Synthesis of 4,6‐Dichloro‐ and 4,6‐Difluorophthalides: a Systematic Study on the Lithiation of 3,5‐Dihalo‐N,N‐diisopropylbenzamides

The N,N-diisopropylcarbamoyl moiety effectively lithiates 3,5-dihalo-N,N-diisopropylbenzamides to produce 4,6-dichloro- and 4,6-difluorophthalides, with dich

Fluorine-containing heterocycles: XIX. Synthesis of fluorine-containing quinazolin-4-ones from 3,1-benzoxazin-4-ones

Fluorine-containing quinazolin-4-ones can be synthesized from 3,1-benzoxazin-4-ones, providing new 3H, 3-amino, and 3-hetaryl quinazolin-4-ones.

A new approach to fluorinated 4(3H)-quinazolinones

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This study presents a novel route to 12 substituted 2-amino-4-quinazolinones by starting with 2,6-difluoro-4-methoxybenzonitrile and modifying the reaction with heterocycles.

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Pyrimidines and their benzo derivatives play a crucial role in biological systems and modern pharmaceuticals, with imatinib (gleevec) being a significant new discovery.