4-(2-Methylpiperidin-1-YL)-3-(trifluoromethyl)benzoic acid → HCID 178425424, compound

Participants

Reaction Steps

Title compound was prepared following general procedure 1 starting from Intermediate 11 (143 mg; 0.50 mmol) Intermediate 1 (88 mg; 0.50 mmol). Reaction mixture was filtered over a SPE-NH2 column, washed with THF followed by evaporation of the solvent under reduced pressure. Evaporation of the solvent gave a yellow oil which was recrystallized in a DCM/n-pentane mixture to give the title compound as an off-white solid. 1H NMR (DMSO, d6) δ 12.77 (s, 1H), 8.46 (dd, J=8.4, 2.1 Hz, 1H), 8.40 (m, 2H), 8.34 (s, 1H), 7.97 (dd, J=8.5, 1.6 Hz, 1H), 7.87 (d, J=8.5 Hz, 1H), 7.78 (d, J=8.5 Hz, 1H), 3.20-3.14 (m, 1H), 2.99-2.94 (m, 1H), 2.67-2.57 (m, 1H), 1.79 (m, 2H), 1.68-1.27 (m, 4H), 0.76 (d, 6 Hz, 3H). HPLC (Method A) Rt 4.51 min (Purity: 99.4%). LC/MS (method B): 428.3 (M+H)+.

Provenance & Evidence