Triethylamine → HCID 57722725, compound

Participants

Reaction Steps

To a solution of 2,2-difluoro-2-(6-methyl-pyridin-2-yl)-ethanol (2.82 g, 16.3 mmol) (prepared essentially as described in Example 1f) in anhydrous THF (60 mL) at 0° C. was added methanesulfonyl chloride (1.52 mL, 19.6 mmol), followed by triethylamine (4.54 mL, 32.6 mmol). After 2.5 hours, the reaction mixture was quenched with ice/water. The resulting mixture was extracted with ethyl acetate. The combined organic layers were dried over Na2SO4 and evaporated to afford the desired product as a clear oil (3.7 g, 97%). 1H NMR (CDCl3) δ 7.73 (t, J=7.77 Hz, 1H), 7.51 (d, J=7.75 Hz, 1H), 7.28 (d, J=8.04 Hz, 1H), 4.89 (t, J=12.88 Hz, 2H), 3.07 (s, 3H), 2.58 (s, 3H); LC/MS (m/z) [M+1] 252.2 (calculated for C9H12F2NO3S, 252.0).

Provenance & Evidence