4-(2-Methylpiperidin-1-YL)-3-(trifluoromethyl)benzoic acid → HCID 67542189, compound

Participants

Reaction Steps

The title compound was prepared following procedure described for example 4, step 1, but starting from Intermediate 15 (106.09 mg; 0.50 mmol) and Intermediate 45 (106.09 mg; 0.50 mmol). The reaction mixture was filtered through a SPE NH2 column (2 g) and rinsed with ACN. The filtrate was passed through a SPE SCX column (2 g) and rinsed with ACN. After evaporation of the solvents, the crude product was purified by flash chromatography (c-hex/EtOAc: 9.5/0.5), affording the title compound. 1H NMR (DMSO-d6, 300 MHz) δ 8.58 (dd, J=7.0, 2.3 Hz, 1H), 8.46 (dd, J=8.3, 2.1 Hz, 1H), 8.41-8.36 (m, 2H), 7.87 (d, J=8.4 Hz, 1H), 7.62 (dd, 1H), 3.93 (s, 3H), 3.23-3.14 (m, 1H), 2.99-2.92 (m, 1H), 2.66-2.58 (m, 1H), 1.82-1.75 (m, 2H), 1.67-1.30 (m, 4H), 0.79 (d, J=6.1 Hz, 3H). LC/MS (Method B): 464.3 (M+H)+. HPLC (Method A) Rt 3.82 min (Purity: 99.9%).

Provenance & Evidence