Hydrochloric Acid → HCID 25197062, compound

Participants

Reaction Steps

To ethyl 1-(2-(3-(5-(4-(difluoromethoxy)phenyl)pyrimidin-2-ylamino)phenoxy)ethyl)piperidine-4-carboxylate 41 (78 umol) is added THF (3 mL), MeOH (2 mL) and 3M lithium hydroxide (0.5 mmol). The reaction mixture is stirred at rt for 6 h until complete as detected by LCMS. Subsequently the organic solvents are evaporated and the reaction mixture is diluted with water (5 mL) and neutralized with 3M HCl (0.5 mmol). The resulting precipitate is filtered, washed with water and air dried to yield 1-(2-(3-(5-(4-(difluoromethoxy)phenyl)pyrimidin-2-ylamino)phenoxy)ethyl)piperidine-4-carboxylic acid E1 as white solid. 1H NMR (400 MHz, d6-DMSO) δ 12.12 (s, 1H), 9.79 (s, 1H), 8.85 (s, 2H), 7.78 (d, J=8.0 Hz, 2H), 7.52 (bs, 1H), 7.34 (bd, J=8.0 Hz, 1H), 7.31 (t, J=74.0 Hz, 1H), 7.28 (d, J=8.0 Hz, 1H), 7.18 (t, J=8.0 Hz, 1H), 6.56 (bd, J=8.0 Hz, 1H) 4.05 (m, 2H), 2.88 (m, 2H), 2.67 (m, 2H), 2.20 (m, 1H), 2.09 (m, 2H), 1.78 (m, 2H), 1.57 (m, 2H). MS (m/z) (M+1)+: 484.2.

Provenance & Evidence