HCID 90403273, compound → HCID 90403180, compound

Participants

Reaction Steps

A solution of 1-methyl-4-(4-(4-((2-methyl-6-nitropyridin-3-yl)oxy)pyridin-2-yl)phenyl)piperazine (0.333 g, 0.821 mmol) in MeOH (20 mL) was treated with 10% Pd/C (50% w/w water, 0.087 g, 0.082 mmol) and hydrogenated (1 atm) overnight. The solids were removed via filtration through diatomaceous earth, washed with MeOH and the filtrate concentrated to dryness to afford 6-methyl-5-((2-(4-(4-methylpiperazin-1-yl)phenyl)pyridin-4-yl)oxy)pyridin-2-amine (247 mg, 80%). 1H NMR (400 MHz, DMSO-d6): δ 8.38 (d, J=5.7 Hz, 1 H), 7.85 (d, J=8.8 Hz, 2 H), 7.21-7.20 (m, 2 H), 6.98 (d, J=8.8 Hz, 2 H), 6.57 (dd, J=5.6, 2.4 Hz, 1 H), 6.35 (d, J=8.7 Hz, 1 H), 5.94 (s, 2 H), 3.20 (t, J=4.7 Hz, 4 H), 2.45 (s, 4H), 2.22 (s, 3 H), 2.07 (s, 3H); MS (ESI) m/z: 376.2 (M+H+).

Provenance & Evidence