1,2-Dichloroethane → Tert-butyl {2-[(2-amino-3,4-difluorophenyl)amino]-2-oxoethyl}carbamate

Participants

Reaction Steps

To a 130 mL DMF solution of [(tert-butoxycarbonyl)amino]acetic acid (14.1 g, 80.4 mmol) were added EDC (18.8 g, 96.2 mmol), HOBt (13.1 g, 96.2 mmol), 3,4-difluoro-benzene-1,2-diamine (11.2 g, 77.7 mmol) and N,N-diisopropylethylamine (27.1 mL, 156 mmol). The reaction mixture was stirred at room temperature for 6 hr. The resulting suspension was filtered and the filtrate was diluted with EtOAc, washed with sat. ammonium chloride aq., sat. sodium bicarbonate aq. and brine, dried over anhydrous Na2SO4 filtered and concentrated to give the title compound as crude solid product (24 g). LC/MS: m/z 302(M+H).

Provenance & Evidence