Ammonia → HCID 178458675, compound

Participants

Reaction Steps

The title compound was prepared from cis-4-((E)-2-(4-fluorobenzoylimino)-6-((4-(2-hydroxypropan-2-yl)piperidin-1-yl)methyl)-2,3-dihydro-1H-benzo[d]imidazol-1-yl)cyclohexanecarboxylic acid and 0.5-M ammonia in dioxane using a method analogous to that used in the preparation of (E)-4-fluoro-N-(6-((4-(2-hydroxypropan-2-yl)piperidin-1-yl)methyl)-1-(cis-4-(piperazine-1-carbonyl)cyclohexyl)-1H-benzo[d]imidazol-2(3H)-ylidene)benzamide (68 mg, 68% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 1.03 (s, 6H), 1.20-1.35 (m, 3H), 1.55-1.78 (m, 6H), 1.78-1.90 (m, 2H), 2.16-2.24 (m, 2H), 2.55 (br. s., 1H), 2.71-2.94 (m, 4H), 3.50 (br. s., 2H), 4.01 (s, 1H), 4.76 (br. s., 1H), 6.91 (br. s., 1H), 7.16 (d, J=7.6 Hz, 1H), 7.29 (dd, J=8.9 Hz, 8.9 Hz, 2H), 7.35 (s, 1H), 7.48 (d, J=8.4 Hz, 1H), 7.55 (s, 1H), 8.29 (dd, J=8.7, 6.1 Hz, 2H), 12.73 (br. s., 1H). MS, m/z (C30H38FN5O3): calcd, 535.3. found, 536.1 [M+H].

Provenance & Evidence