Triethylamine → N-[4-Chloro-2-tert-butyldimethylsilyloxy-3-(N'',N''-dimethylaninosulfonyl)phenyl]-N'-(2-bromophenyl)carbodiimide

Participants

Reaction Conditions

Reaction Steps

To a solution of N-[4-chloro-2-tert-butyldimethylsilyloxy-3-(N″,N″-dimethylaminosulfonyl)phenyl]-N′-(2-bromophenyl)thiourea (240 mg, 0.42 mmol) in dichloromethane (10 mL) at 0° C., methanesulfonyl chloride (0.065 mL, 0.84 mmol) and triethylamine (0.12 mL, 0.84 mmol) were added. 4-Dimethylaminopyridine was added as a catalyst. The reaction mixture was stirred at 0° C. for 1 hour, then it was partitioned between dichloromethane and water. The combined organic phase was dried and concentrated to give the desired product (266.2 mg, crude). 1H NMR (CDCl3) δ 0.4 (s, 6H), 1.09 (s, 9H), 2.86 (s, 6H), 7.06 (d, 2H), 7.1-7.37 (m, 4H).

Provenance & Evidence