Potassium Hydroxide → 2-{5-[1-(Isoquinoline-5-sulfonyl)-piperidin-3-yl]-4'-trifluoromethyl-biphenyl-3-yl}-4-methyl-pentanoic acid

Participants

Reaction Conditions

Reaction Steps

To a solution of compound 41a, 2-{5-[1-(Isoquinoline-5-sulfonyl)-piperidin-3-yl]-4′-trifluoromethyl-biphenyl-3-yl}-4-methyl-pentanoic acid ethyl ester (59.0 mg, 0.092 mmol) in EtOH (4.6 ml) was added 2M KOH (0.46 ml, 0.92 mmol). The reaction was heated to 78° C. for 2 hours, cooled to room temperature, and concentrated in vacuo. Purification via Gilson HPLC, gave the product (35.7 mg, 63% ) 1H NMR (300 MHz, MeOD) δ ppm 0.79-0.86 (m, 6 H) 1.33-1.46 (m, J=13.21, 6.78, 6.65, 6.65, 6.65 Hz, 1 H) 1.49-1.64 (m, 3 H) 1.76-1.92 (m, 3 H) 2.64-2.72 (m, 1 H) 2.74-2.81 (m, 2 H) 3.62 (t, J=7.91 Hz, 1 H) 3.86 (d, J=10.55 Hz, 2 H) 7.13 (s, 1 H) 7.31 (s, 1 H) 7.40 (s, 1 H) 7.61-7.69 (m, 4 H) 8.00 (t, J=7.72 Hz, 1 H) 8.57-8.66 (m, 3 H) 8.99 (d, J=5.65 Hz, 1 H) 9.73 (s, 1 H) Calcd for C33H33F3N204S (M+H) 610.69, Found 611.2.

Provenance & Evidence