HCID 90403112, compound → HCID 90403028, compound

Participants

Reaction Steps

A solution of 2-methyl-5-(4-((2-methyl-6-nitropyridin-3-yl)oxy)pyridin-2-yl)thiazole (1.06 g, 3.23 mmol) in MeOH (40 mL) was treated with 10% Pd/C (50% w/w water, 0.344 g, 0.323 mmol) and hydrogenated (50 psi) overnight. Additional 10% Pd/C (50% w/w water, 0.344 g, 0.323 mmol) was added and the mixture hydrogenated (50 psi) for an additional 24 h. The solids were removed via filtration through diatomaceous earth, washed with MeOH and the filtrate concentrated to dryness. The material was treated with MTBE, the solid collected via filtration and dried to afford 6-methyl-5-((2-(2-methylthiazol-5-yl)pyridin-4-yl)oxy)pyridin-2-amine (860 mg, 89%). 1H NMR (400 MHz, DMSO-d6): δ 8.34 (d, J=5.8 Hz, 1 H), 8.28 (s, 1 H), 7.49 (d, J=2.4 Hz, 1 H), 7.19 (d, J=8.7 Hz, 1 H), 6.58 (dd, J=5.8, 2.4 Hz, 1 H), 6.35 (d, J=8.7 Hz, 1 H), 5.96 (s, 2 H), 2.65 (s, 3 H), 2.07 (s, 3 H); MS (ESI) m/z: 299.1 (M+H+).

Provenance & Evidence