Water → 2-cyclopropyl-7-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-5-methyl-6-(2-methyl-1,3-thiazol-4-yl)-1,3-benzoxazole-4-carbonitrile

Participants

Reaction Conditions

Reaction Steps

2-Cyclopropyl-7-fluoro-5-methyl-6-(2-methyl-1,3-thiazol-4-yl)-1,3-benzoxazole-4-carbonitrile (I-80) (3.96 g, 12.65 mmol) was dissolved in dimethyl sulfoxide (40 ml), then triethylamine (4.27 ml, 30.36 mmol) and (3S)-3-(dimethylamino)pyrrolidine (1.93 ml, 15.18 mmol) were added, followed by stirring at 90° C. for 4 hours under nitrogen atmosphere. After cooling to room temperature, water was added, the precipitated solid was collected by filtration, recrystallized and purified with a mixed solvent of diethyl ether/ethyl acetate/methanol to obtain the entitled compound (3.16 g, 61%) as a white solid.

Provenance & Evidence