Di-tert-butyl dicarbonate → N-{4-[3-(4-tert-Butylbenzyl)ureidomethyl]-2-chloro-6-vinylphenyl}Methanesulfonamide

Participants

Reaction Steps

4-tert-butylbenzylamine (1.5 eq, 71.10 μl, 0.44 mmol), BOC2O (1.5 eq, 0.44 mmol, 101.19 μl), and DMAP (0.2 eq, 0.06 mmol, 7.08 mg) were added in methylene chloride. The reaction mixture was stirred for 5 hr. After confirming the synthesis of the 1-tert-butyl-4-isocyanatomethylbenzene with TLC, N-(4-Aminomethyl-2-chloro-6-vinylphenyl)methanesulfonamide (1 eq, 0.29 mmol, 108.6 mg) and TEA (2 eq, 0.58 mmol, 80.84 μl) were added into the reaction mixture. The reaction mixture was stirred for 12 hr and purified with similar procedure to step 7 of example 8 to gave a title compound (23.0 mg, 17.66%).

Provenance & Evidence