Tetrahydrofuran → HCID 178505299, compound

Participants

Reaction Conditions

Reaction Steps

Trans-2-Chloro-N-(4-hydroxymethyl-cyclohexyl)-5-trifluoromethyl-benzamide (Intermediate D, step 2) (1 g, 2.98 mmol) was suspended in DCM. THF (6 ml) was added to solubilise the alcohol. The mixture was cooled to 0° C. and treated with triethylamine (0.623 ml, 4.47 mmol) followed by dropwise addition of methanesulfonyl chloride (0.255 ml, 3.28 mmol). The reaction mixture was allowed to warm to RT stirring O/N and then diluted with DCM (50 ml). The mixture was washed with water, 1M HCl and brine. The organic portion was dried (MgSO4) and reduced under vacuum to give the title compound as a white solid. 1H NMR (400 MHz, CDCl3) δ 7.82 (1H, s), 7.53 (1H, d), 7.45 (1H, d), 5.91 (1H, d), 4.00 (2H, d), 3.90 (1H, m), 2.94 (3H, s), 2.14 (2H, m), 1.86 (2H, m), 1.71 (1H, m), 1.19 (4H, m).

Provenance & Evidence