4-(Trifluoromethoxy)phenylboronic acid → HCID 71227156, compound

Participants

Reaction Steps

(1R,2R)—N1-((S)-1-(4-Nitrophenyl)piperidin-3-yl)-N2-(4-(4-(trifluoromethoxy)phenyl)pyridin-2-yl)cyclohexane-1,2-diamine (1.4 mg, 0.003 mmol, 6.0% yield) was synthesized as described in General Procedure I using Intermediate A from Example 23 (20 mg, 0.04 mmol) and 4-(trifluoromethoxy)phenylboronic acid (12.2 mg, 0.04 mmol). The desired fraction from RP prep-HPLC method D was concentrated to give the title compound as a pale yellow solid. Anal. Calcd. for C29H32F3N5O3 m/z 555.2, found: 556.2 (M+H)+; 1H NMR (400 MHz, CD3OD) δ ppm 8.11 (d, J=5.6 Hz, 1H), 8.01 (d, J=9.2 Hz, 2H), 7.57 (d, J=4.4 Hz, 2H), 7.30 (d, J=8 Hz, 2H), 6.78 (d, J=5.6 Hz, 1H), 6.66 (d, J=9.3 Hz, 2H), 6.51 (s, 1H), 4.7 (bs, 1H), 3.72 (m, 1H), 3.62 (m, 2H), 3.54 (m, 1H), 3.05 (m, 1H), 2.9 (m, 2H), 2.53 (m, 1H), 2.14 (m, 3H), 1.96 (m, 1H), 1.78 (m, 4H), 1.27 (m, 6H).

Provenance & Evidence