Potassium Hydroxide → HCID 25271448, compound

Participants

Reaction Conditions

Reaction Steps

To compound 54a, 2-[5-(1-Benzhydryl-piperidin-3-yl)-4′-trifluoromethyl-biphenyl-3-yl]-4-methyl-pentanoic acid ethyl ester (37.8 mg, 0.06 mmol) in EtOH (3.1 ml) was added 2M KOH (0.31 ml, 0.62 mmol). The reaction was heated to 78° C. for 3 hour, cooled to room temperature, and concentrated in vacuo. Purification via Gilson HPLC, salt exchange with 1N HCl (aqueous) gave the product as a white lyophilate, (30 mg, 79%). 1H NMR (300 MHz, MeOD) δ ppm 0.87-0.94 (m, 6 H) 1.37-1.49 (m, J=13.47, 6.64, 6.64, 6.41 Hz, 1 H) 1.63 (dq, J=13.80, 6.95 Hz, 1 H) 1.91-2.01 (m, 3 H) 2.03-2.63 (m, 4 H) 3.05-3.20 (m, 2 H) 3.40-3.55 (m, 1 H) 3.71 (t, J=7.35 Hz, 1 H) 5.43-5.49 (m, 1H) 7.23 (s, 1 H) 7.39-7.55 (m, 8 H) 7.63-7.78 (m, 8 H) Calcd for C37H38F3NO2 (M+H) 585.7, Found 586.3.

Provenance & Evidence