1,2-Dichloroethane → HCID 86610878, compound

Participants

Reaction Steps

To a solution of (4-amino-benzyl)-carbamic acid tert-butyl ester (1.11 g, 5 mmol), biphenyl carboxylic acid (0.99 g, 5 mmol), EDC (1.2 g, 6.25 mmol), and HOAt (0.82 g, 6 mmol) in CH2CG2 (10 mL) was added triethylamine (pH=10) and the mixture was stirred at ambient temperature for overnight. The organic layer was washed with saturated aqueous NaHCO3, 1 M aqueous HCl, water, dried over Na2SO4, filtered, and concentrated. The residue was dissolved in 50% TFA in CH2Cl2 (10 mL) and the mixture was stirred at ambient temperature. After 30 minutes, the mixture was concentrated and diluted with 1 M HCl in Et2O (5 mL). The mixture was concentrated to give biphenyl-4-carboxylic acid (4-aminomethyl-phenyl)-amide hydrochloride (828 mg, 49%).

Provenance & Evidence