Potassium Hydroxide → HCID 22281994, compound

Participants

Reaction Steps

To 2-{[3-amino-1-methyl-4-(4-methylphenyl)-1H-pyrazol-5-yl]oxy}ethyl acetate (Preparation 24) (155 mg) in dichloromethane (20 ml) at room temperature was added 4-tert-butylbenzenesulfonyl chloride (374 mg), tetrabutylammonium hydrogen sulfate (45 mg) and potassium hydroxide (374 mg) and then the mixture was sonicated for 5.25 hrs. The reaction was diluted with dichloromethane (100 ml) and washed with water (3×100 ml) and brine (100 ml). The organic fractions were combined, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (silica, 10 g) eluted with dichloromethane:hexane (4:1) to yield the title compound as a white solid (38 mg).

Provenance & Evidence