Lithium Hydroxide → HCID 11192618, compound

Participants

Reaction Steps

To 160 mg of (S)-3-methyl-2-{4′-[(3-methyl-4-morpholin-4-yl-benzofuran-2-carbonyl)-amino]-biphenyl-4-sulfonylamino}-butyric acid methyl ester was added 1 mL of THF and 3 mL of LiOH solution (3.6 g LiOH/50 mL MeOH/50 mL H2O). The mixture was stirred at room temperature for 4 days. The solvents were removed under vacuum and the residue was dissolved in 5 mL of water. The solution was acidified and the resulting suspension was filtered. The solid product was dried under vacuum to give 150 mg of (S)-3-methyl-2-{4′-[(3-methyl-4-morpholin-4-yl-benzofuran-2-carbonyl)-amino]-biphenyl-4-sulfonylamino}-butyric acid, obtained as an off-white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.8 (dd, J=14.1, 6.8 Hz, 6 H) 2.0 (dd, J=12.1, 6.8 Hz, 1 H) 2.8 (s, 3 H) 3.0 (m, 4 H) 3.5 (m, 1 H) 3.8 (m, 4 H) 7.0 (d, J=7.8 Hz, 1 H) 7.4 (d, J=8.3 Hz, 1 H) 7.4 (m, 1 H) 7.8 (d, J=8.6 Hz, 2 H) 7.8 (m, 4 H) 8.0 (d, J=9.1 Hz, 3 H) 10.5 (s, 1 H).

Provenance & Evidence