Potassium Phosphate, Tribasic → HCID 86707386, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of ethyl 4-({(4-bromoisoquinolin-3-yl)[4-(trifluoromethoxy)benzyl]amino}-sulfonyl)benzoate (65.0 mg, 0.107 mmol) prepared in Example 153, cyclopropylboronic acid (27.0 mg, 0.321 mmol), palladium acetate (2.5 mg, 0.011 mmol), tricyclohexylphosphine (5.9 mg, 0.021 mmol) and tripotassium phosphate (79.0 mg, 0.375 mmol) in water (0.027 mL) and toluene (0.54 mL) was stirred under argon atmosphere at 100° C. for 5 hours. After cooling, the reaction solution was diluted with ethyl acetate, washed with water and saturated brine, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=95:5→65:35) to give ethyl 4-({(4-cyclopropylisoquinolin-3-yl)[4-(trifluoromethoxy)benzyl]amino}sulfonyl)benzoate (46.7 mg, 78%) as a white powder.

Provenance & Evidence