Hydrochloric Acid → HCID 9798696, compound

Participants

Reaction Steps

To a 200 mL round bottomed flask with a stirring bar and a gas dispersion tube was added N-(2-methyl-4-(2-(1,1-dimethylethoxycarbonylamino)ethoxy)phenyl)-4-(4-(1,1-dimethylethoxycarbonyl)piperazin-1-yl)benzamide (0.912 g, 1.64 mmol) and 100 mL of dry EtOAc. This well stirred solution was cooled in an ice bath and saturated with HCl gas over 15 min. The mixture was aged 1 h at 0° C. and the excess HCl was then removed with a stream of argon. The EtOAc was removed in vacuo and the crude product was recrystallized from MeOH-EtOAc to give 0.70 g of N-(2-methyl-4-(2-aminoethoxy)phenyl)-4-(1-piperazinyl)benzamide, dihydrochlorlide as a white solid. mp:>250° C. 1H NMR (CD3OD): d 2.27 (s, 3H), 3.29 (m, 1H), 3.30 (m, 6H), 3.57 (m, 4H), 4.24 (t, j=5 Hz, 3H), 6.87 (dd, j=5,9 Hz, 1H), 6.94 (d, j=5 Hz, 1H), 7.12 (d, j=9 Hz, 2H), 7.22 (d, j=9 Hz, 1H), 7.91 (d, j=9Hz, 2H).

Provenance & Evidence