Hydrochloric Acid → HCID 10099346, compound

Participants

Reaction Steps

(R)-N-[4-[2-[N-(1,1-dimethylethoxycarbonyl)-N-[2-hydroxy-2-(pyridin-3-yl)ethyl]amino]ethyl]phenyl]-4-[2-(2-cyclopentylethyl)oxazol_ 5-yl]benzenesulfonamide (740 mg, 1.12 mmol) from Step D was treated with freshly prepared methanolic hydrogen chloride (5 mL) overnight. The solvent was removed under reduced pressure and the free base was isolated by column chromatography on silica gel (eluent: 1:9 10% ammonium hydroxide in methanol:methylene chloride) to afford the title compound as a white solid (560 mg, 89.3%): 1H NMR (500 MHz, CD3OD) δ8.52 (d, 1H, J=2.0 Hz), 8.43 (dd, 1H, J=1.5, 5 Hz), 7.81 (bd, H), 7.77 (d, 2H, J=8.5 Hz), 7.74 (d, 2H, J=8.5 Hz), 7.52 (s, 1H), 7.38 (dd, 1H, J=5, 7.5 Hz), 7.08 (d, 2H, J =8.5 Hz), 7.02 (d, 2H,J=8.5 Hz), 4.80 (m, 1H), 2.94-2.70 (m, 8H), 1.79 (m, 5H), 1.62 (m, 2H), 1.54 (m, 2H), 1.12 (m, 2H).

Provenance & Evidence