Trifluoroacetic acid → HCID 9936046, compound

Participants

Reaction Steps

To a solution of 2-(R)-amino-3-(4-chlorophenyl)-1-(4-cyclohexyl-4-[1,2,4]triazol-1-ylmethyl-piperidin-1-yl)-propan-1-one, 20, (400 mg, 0.93 mmol) in tetrahydrofuran (10 mL) at 0° C. is added triethylamine (0.78 mL, 5.58 mmol) and methanesulfonyl chloride (0.09 mL, 1.11 mmol). The resulting suspension is allowed to stir at room temperature overnight and the solvent removed under reduced pressure. The crude product is purified by preparative HPLC to afford 314.5 mg (54% yield) of the desired compound as the trifluoroacetic acid salt. 1H NMR (300 MHz, CD3OD) δ 0.80–1.92 (m, 15H), 2.78–3.08 (m, 5H), 3.30–3.90 (m, 4H), 4.25–4.40 (m, 2H), 4.65–4.75 (m, 1H), 7.25–7.40 (m, 4H), 8.00–8.08 (m, 1H), 8.52 (s, 1H).

Provenance & Evidence