2-(4-Chlorophenyl)ethylamine → HCID 178432229, compound

Participants

Reaction Steps

A suspension of 2-methyl-1H-benzo[d]imidazole-5carboxylic acid (0.750 g, 4.26 mmol), 2-(4-chlorophenyl)ethanamine (0.596 g, 3.83 mmol), HBTU (1.78 g, 4.68 mmol) and DIEA (1.11 mL, 6.39 mmol) in 10 mL of DCM was stirred at ambient temperature overnight. To the reaction was added DMF (10 mL) which caused a clear solution to form. The reaction was loaded onto a silica gel samplet and the product eluted using a gradient of 0.5% MeOH/DCM to 10% MeOH/DCM. Isolated N-(4-chlorophenethyl)-2-methyl-1H-benzo[d]imidazole-5carboxamide (0.65 g, 48.7% yield) as a yellow oil. MS(ESI)=314.4 (M+1).

Provenance & Evidence