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0 °C

A mixture of (S)-4-(2-(4-aminobenzylcarbamoyloxy)-2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)ethyl)-3,5-dichloropyridine 1-oxide (190 mg, 0.334 mmol) and TEA (0.102 ml, 0.735 mmol) in DCM (7 ml) was cooled to 0° C., and methanesulfonyl chloride (0.051 ml, 0.669 mmol) was added. The cold bath was removed and the solution was stirred at RT for 5 hours. The reaction mixture was concentrated under reduced pressure and the resulting crude product (218 mg, 0.301 mmol, 90% yield, MS/ESI+ 646.3 [MH]+) was used in the next step without further purification.

1. customThe cold bath was removed
2. concentrationThe reaction mixture was concentrated under reduced pressure