4-(Bromomethyl)-2-chloro-1-(trifluoromethoxy)benzene → (1S,2R)-2-[(4-Chlorobenzenesulfonyl)-(3-chloro-4-trifluoromethoxy-benzyl)-amino]-cyclohexanecarboxylic acid amide

Participants

Reaction Steps

The titled compound was prepared in 59% yield from (1S,2R)-2-(4-chlorobenzenesulfonylamino)-cyclohexanecarboxylic acid amide (75 mg, 0.237 mmol) and 4-bromomethyl-2-chloro-1-trifluoromethoxy-benzene (72 mg, 0.249 mmol) according to the procedure described for Example 3: 1H NMR (500 Mz, DMSO) δ 7.81 (d, 2 H, J=8.5), 7.63 (d, 2 H, J=8.6), 7.48 (br s, 1 H), 7.44–7.35 (m, 4 H), 6.70 (br s, 1 H), 4.56 (ABq, 2 H, Δv=106, Jab=17.1), 3.88 (m, 1 H), 2.82 (m, 1 H), 2.44 (m, 1 H), 1.80 (m, 1 H), 1.67 (m, 2 H), 1.39–1.22 (m, 3 H), 0.89 (m, 1 H); MS m/e 547.2 (M+Na)+.

Provenance & Evidence