Sodium Hydroxide → 4-({[2-fluoro-3-(2-hydroxyethoxy)-5-methoxyphenyl]-(5-oxo-1-pyrimidin-2-yl-4,5-dihydro-1H-[1,2,4]triazol-3-yl)methyl}amino)benzonitrile

Participants

Reaction Steps

To a mixture of the crude product of carbonic acid 2-{3-[(4-cyanophenylamino)-(5-oxo-1-pyrimidin-2-yl-4,5-dihydro-1H-[1,2,4]-triazol-3-yl)methyl]-2-fluoro-5-methoxyphenoxy}ethyl ester methyl ester (2.02 g), methanol (6 mL), tetrahydrofuran (6 mL), and water (2.3 mL), 5 N aqueous sodium hydroxide solution (3.71 mL, 18.6 mmol) was added. Methanol (2 mL), tetrahydrofuran (2 mL), and water (2 mL) were added to the reaction solution, and the resulting mixture was stirred at room temperature for 23 hours and 30 minutes. Acetic acid (4.25 mL) was added to the reaction solution, and the resulting mixture was stirred for 20 minutes, after which water (20 mL) was added dropwise thereto, and the resulting mixture was stirred at room temperature for 1 day. The precipitated solid was filtered and washed with water (6 mL) and tert-butyl methyl ether (6 mL). The solid obtained was dried under air flow to obtain the captioned compound (1.576 g) as a white solid.

Provenance & Evidence