Sodium Hydroxide → HCID 70144089, compound

Participants

Reaction Steps

(±)-(1R*,2S*,3R*)-3-(2-Bromo-5,6-dichloro-1H-benzimidazol-1-yl)-1,2-cyclohexanediyl diacetate (464 mg, 1.00 mmol) and cyclopropylamine were reacted as in example 46. The solution was cooled and 1 N sodium hydroxide (one equivalent) was added. Volatiles were evaporated in vacuo and the residual solid was crystallized from methanol to provide title compound as off-white powder (271 mg, 76%), m.p. >25° C.; 1H-NMR (DMSO-d6, 200 MHz) δ: 7.62, 7.44 (both s, each 1, 2 aromatic CH), 7.00-6.95 (m, 1, NH), 4.66 (d, J=6.2 Hz, 1, OH), 4.56 (d, J=2.7 Hz, 1, OH), 4.3-3.9 (m, 3, 2 OCH and NCH), 2.8-2.65 (m, 1, NCH), 2.1-1.4 (m, 6, 3 CH2), 0.75-0.45 (m, 4, 2 CH2 of cyclopropyl).

Provenance & Evidence