Methanol → HCID 86585773, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 2-(tert-butyloxycarbonylaminomethyl)-5-chlorobenzylamine (0.52 g, 1.93 mmol) in dichloromethane (2 mL) was added diisopropylethylamine (0.34 mL, 1.95 mmol) and the solution was cooled to −78° C. Bromoacetyl bromide (0.19 mL, 2.12 mmol) was added slowly and after the addition was complete, the temperature was raised to 0° C. The reaction was complete in 15 min based on the disappearance of starting amine on silica gel TLC a 95:5 mixture of dichloromethane to methanol as mobile phase. The solvent was removed on a rotary evaporator to yield N-(2-(tert-butyloxycarbonylaminomethyl-5-chlorobenzyl)bromoacetamide (0.75 g).

Provenance & Evidence