3-(Trifluoromethoxy)phenylboronic Acid (contains varying amounts of Anhydride) → HCID 71227252, compound

Participants

Reaction Steps

(1R,2R)—N1-((S)-1-(4-Nitrophenyl)piperidin-3-yl)-N2-(4-(3-(trifluoromethoxy)phenyl)pyridin-2-yl)cyclohexane-1,2-diamine (1.6 mg, 0.003 mmol, 6.8% yield) was synthesized as described in General Procedure I using (1R,2R)—N1-(4-bromopyridin-2-yl)-N2-((S)-1-(4-nitrophenyl)piperidin-3-yl)cyclohexane-1,2-diamine (20 mg, 0.04 mmol) and 3-(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 8.05 (d, J=2.0 Hz, 1H), 7.80 (m, 2H), 7.51 (m, 1H), 7.39 (m, 1H), 7.33 (m, 2H), 6.89 (dd, J=5.6 Hz, J=1.6 Hz, 1H), 6.77 (m, 2H), 6.47 (m, 1H), 4.09 (m, 1H), 3.70 (m, 3H), 3.23 (m, 1H), 3.11 (m, 1H), 2.92 (m, 1H), 2.36 (m, 1H), 2.11 (m, 3H), 1.92 (m, 4H), 1.64 (m, 2H), 1.44 (m, 2H).

Provenance & Evidence