4-Chloro-6-methoxyquinazolin-7-yl acetate → N-(3-fluorophenyl)-2-{4-[(7-hydroxy-6-methoxyquinazolin-4-yl)amino]-1H-pyrazol-1-yl}acetamide

Participants

Reaction Steps

A solution of 2-(4-amino-1H-pyrazol-1-yl)-N-(3-fluorophenyl)acetamide (0.246 g, 1.05 mmol) and 4-chloro-6-methoxyquinazolin-7-yl acetate (see WO96/15118, 0.252 g, 1.0 mmol) in dimethylacetamide (5 ml) was heated at 90° C. for 2 hours. The mixture was allowed to cool to room temperature and then diluted with diethyl ether and filtered. The solid was washed with diethyl ether and then dried in vacuo to leave 4-[(1-{2-[(3-fluorophenyl)amino]-2-oxoethyl}-1H-pyrazol-4-yl)amino]-6-methoxyquinazolin-7-yl acetate as a mixture with 15% N-(3-fluorophenyl)-2-{4-[(7-hydroxy-6-methoxyquinazolin-4-yl)amino]-1H-pyrazol-1-yl}acetamide (0.358 g, 78% yield):

Provenance & Evidence