HCID 90403318, compound → HCID 90403398, compound

Participants

Reaction Steps

A solution of 4-methyl-5-((2-(4-methyl-1H-imidazol-1-yl)pyridin-4-yl)oxy)-2-nitropyridine (2.5 g, 8.03 mmol) in MeOH (40 mL) and THF (20 mL) was treated with 10% Pd/C (50% w/w water, 0.855 g, 0.8 mmol) and hydrogenated (50 psi) for 24 h. The solids were removed via filtration through diatomaceous earth, washed with MeOH and the filtrate concentrated to dryness. The residue was stirred with 60% EtOAc/Hex for 15 min. The suspension was collected by filtration, washed with 60% EtOAc/Hex, and dried in vacuo to afford 4-methyl-5-((2-(4-methyl-1H-imidazol-1-yl)pyridin-4-yl)oxy)pyridin-2-amine (1.75 g, 77%). 1H NMR (400 MHz, DMSO-d6): δ 8.38 (d, J=1.3 Hz, 1H), 8.27 (d, J=5.8 Hz, 1H), 7.72 (s, 1H), 7.62 (s, 1H), 7.30 (d, J=2.2 Hz, 1H), 6.62 (dd, J=5.8, 2.2 Hz, 1H), 6.39 (s, 1H), 5.94 (s, 2H), 2.13 (s, 3H), 1.96 (s, 3H); MS (ESI) m/z: 282.2 (M+H+).

Provenance & Evidence