2-(4-Chlorophenyl)ethylamine → HCID 178523202, compound

Participants

Reaction Steps

To a mixture of 1H-benzo[d]imidazole-5carboxylic acid (1.00 g, 6.17 mmol) and HBTU (2.57 g, 6.78 mmol) in 10 mL DMF was added DIEA (1.29 mL, 7.40 mmol) followed by 2-(4-chlorophenyl)ethanamine (1.15 g, 6.78 mmol). The reaction was stirred overnight and then diluted with water. The reaction mixture was extracted with ethyl acetate. The combined organic layers were washed with brine, dried, filtered and concentrated onto silica gel. The residue was purified by flash column chromatography, eluting with 12:1 DCM:MeOH, to provide N-(4chlorophenethyl)-1H-benzo[d]imidazole-5-carboxamide (0.944 g, 6.17 mmol, 51%) as a light pink solid. MS (APCI)=300.3 (M+1).

Provenance & Evidence