HCID 69938024, compound → HCID 67155020, compound

Participants

Reaction Steps

To a flask containing 4-(4-(1-hydroxy-but-3-enyl)pyridin-3-yl)-2-methoxybenzonitrile (140 mg, 0.499 mmol) and MeOH (5 mL) was added 10% Pd/C (53.1 mg, 0.050 umol), and the flask was flushed with H2. The mixture was stirred under H2 at room temperature for 10 min. The mixture was then filtered and concentrated. The residue was purified by Xbridge C18 eluting with a 20 to 70% acetonitrile-water gradient to give 4-(4-(1-hydroxybutyl)pyridin-3-yl)-2-methoxybenzonitrile. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.66 (t, J=7.3 Hz, 3H), 1.04-1.28 (m, 2H), 1.35-1.54 (m, 2H), 3.95 (s, 3H), 4.59 (ddd, J=8.2, 4.3, 4.2 Hz, 1H), 5.35 (d, J=4.0 Hz, 1H), 7.10 (dd, J=8.0, 1.4 Hz, 1H), 7.25 (d, J=1.3 Hz, 1H), 7.60 (d, J=5.3 Hz, 1H), 7.84 (d, J=7.8 Hz, 1H), 8.39 (s, 1H), 8.61 (d, J=5.1 Hz, 1H). HRMS: (ESI) ink 283.1446 [(M+H)+ Calcd for C17H18N2O2 283.1446].

Provenance & Evidence