1,2-Dichloroethane → 2-[2-(2,4-dichloro-phenoxy)-acetylamino]-N,N-dimethyl-isonicotinamide

Participants

Reaction Steps

To solution of 2-[2-(2,4-dichloro-phenoxy)-acetylamino]-isonicotinic acid (100.0 mg, 0.31 mmol), dimethylamine (0.24 ml, 0.47 mmol, in 2.0 M tetrahydrofuran), EDC (90.1 mg, 0.47 mmol) and HOBt (63.5 mg, 0.47 mmol) in DMF 4 ml was added DIPEA (60.8 mg, 0.08 ml, 0.47 mmol), and stirred. Reaction mixture was then partitioned between ethyl acetate and 10% HCl. The organic phase was washed with brine, dried over anhydrous MgSO4, and concentrated. The residue was purified by preparative-TLC (n-Hexane:EtoAC:MeOH=6:3:1) to afford 2-[2-(2,4-dichloro-phenoxy)-acetylamino]-N,N-dimethyl-isonicotinamide as a yellow solid (52.9 mg, 46.5% yield).

Provenance & Evidence