Sodium Hydroxide → HCID 71239397, compound

Participants

Reaction Steps

The title compound was prepared by treating 3-{4-[(3,3-Dimethyl-cyclobutyl)-(6-fluoro-3-methyl-quinolin-2-ylamino)-methyl]-benzoylamino}-propionic acid methyl ester, isomer 2, (intermediate 75) with 1N NaOH (2.5 eq.) in methanol/THF in a similar manner as described in Example 19 to provide the title compound. Analytical chiral SFC: (Chiralpak IC column, 4.6 mm×25 cm, 25% methanol/carbon dioxide eluent, 2.5 mL/min flow rate, 4.81 retention time); 1H NMR (400 MHz, DMSO-d6) δ 12.13 (s, 1H), 8.37 (t, J=5.5 Hz, 1H), 7.65-7.71 (m, 3H), 7.54 (d, J=8.3 Hz, 2H), 7.39-7.47 (m, 1H), 7.29-7.37 (m, 1H), 7.19-7.29 (m, 1H), 6.53 (d, J=8.1 Hz, 1H), 5.13-5.23 (m, 1H), 3.41 (dd, J=12.4, 6.8 Hz, 2H), 2.77-2.90 (m, 1H), 2.46 (t, J=7.1 Hz, 2H), 2.28 (s, 3H), 1.92-2.00 (m, 1H), 1.56-1.66 (m, 2H), 1.42-1.53 (m, 1H), 1.11 (s, 3H), 1.07 (s, 3H); MS (M+1): 464.2.

Provenance & Evidence