Acetonitrile → Trifluoroacetic acid

Participants

Reaction Steps

To tert-butyl 4-(2-(4-(4-cyano-1-methyl-1H-imidazo[4,5-c]pyridin-6-yl)-2-(trifluoromethyl)phenoxy)ethyl)-4-fluoropiperidine-1-carboxylate (0.7 g) in DCM (15 ml) was added acetonitrile (10 ml), followed by trifluoroacetic acid (10 ml). The mixture was stirred at room temperature for 10 minutes, then solvent and excess TFA were removed under vacuum. The residue was taken into ethyl acetate (15 ml), and diethylether (20 ml) was then added. The white precipitate product was then collected by filtration to give desired product as a TFA salt (0.7 g). 50 mg of this TFA salt was then converted to free base by means of SCX, then to HCl salt by treating with 2M HCl in ether. 1H NMR (CD3OD) δ: 8.60 (s, 1H), 8.45 (s, 1H), 8.41 (s, 1H), 8.40 (d, 1H), 7.39 (d, 1H), 4.40 (t, 2H), 4.05 (s, 3H), 3.2-3.5 (m, 4H), 2.2-2.4 (m, 4H), 2.0-2.2 (m, 2H). MS m/z 448 (M+H).

Provenance & Evidence