HCID 57544846, compound → HCID 67190416, compound

Participants

Reaction Steps

(S)-tert-Butyl 3-((R)-3-((S)-1-(6-fluoro-3′-methylbiphenyl-2-yl)-1-hydroxy-5-methoxypentyl)piperidine-1-carboxamido)piperidine-1-carboxylate (20 mg, 0.033 mmol) was dissolved in TFA/dichloromethane (1 mL, 1:3, v/v), stirred 20 min, evaporated, and purified by preparative HPLC to give the (3R)-3-((S)-1-(6-fluoro-3′-methylbiphenyl-2-yl)-1-hydroxy-5-methoxypentyl)-N-(piperidin-3-yl)piperidine-1-carboxamide (9.39 mg) as its TFA salt. 1H NMR (400 MHz, CD3OD): δ ppm 7.57 (d, J=8.4 Hz, 1 H), 7.36-7.20 (m, 3 H), 7.04-7.02 (m, 2 H), 6.92 (m, 1 H), 4.03 (m, 1 H), 3.85-3.75 (m, 2 H), 3.39-3.32 (m, 3 H), 3.29 (s, 3 H), 2.86 (m, 1 H), 2.71-2.56 (m, 3 H), 2.37, 2.35 (two s, 3H, rotamer), 1.99 (m, 2 H), 1.88-1.26 (m, 13 H), 0.92 (m, 1 H). MS m/z 512 (M+H)+.

Provenance & Evidence