HCID 90403352, compound → HCID 90402970, compound

Participants

Reaction Steps

A solution of 4-((6-nitropyridin-3-yl)oxy)-2′-(trifluoromethyl)-2,4′-bipyridine (0.139 g, 0.384 mmol) in MeOH (10 mL) was treated with 10% Pd/C (50% wet, 0.041 g, 0.038 mmol) and hydrogenated (1 atm) for 5 h. The solids were removed via filtration through diatomaceous earth, the filtrate concentrated to dryness and purified via silica gel chromatography (MeOH/EtOAc) to afford 5-((2′-(trifluoromethyl)-[2,4′-bipyridin]-4-yl)oxy)pyridin-2-amine (42 mg, 33%). 1H NMR (400 MHz, DMSO-d6): δ 8.87 (d, J=5.1 Hz, 1H), 8.59 (d, J=5.7 Hz, 1H), 8.49 (s, 1H), 8.35-8.33 (m, 1H), 7.87 (d, J=2.4 Hz, 1H), 7.85 (d, J=2.9 Hz, 1H), 7.33 (dd, J=8.9, 3.0 Hz, 1H), 6.91 (dd, J=5.7, 2.4 Hz, 1H), 6.53 (d, J=8.9 Hz, 1H), 6.05 (s, 2H); MS (ESI) m/z: 333.1 (M+H+).

Provenance & Evidence