Hydrochloric Acid → HCID 90402691, compound

Participants

Reaction Conditions

Reaction Steps

A solution of N-(4,6-dimethyl-5-((2-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yl)oxy)pyridin-2-yl)acetamide (692 mg, 2.051 mmol) in THF (25 mL) was treated with HCl (3 M, 3.4 mL, 10.2 mmol) and warmed at 40° C. for 17 h. The mixture was treated with satd. NaHCO3, extracted with EtOAc (2×) and the combined organics were dried over Na2SO4, concentrated to dryness and purified via silica gel chromatography (MeOH/EtOAc) to afford 4,6-dimethyl-5-((2-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yl)oxy)pyridin-2-amine (446 mg, 73%). 1H NMR (400 MHz, DMSO-d6): δ 8.30 (d, J=5.7 Hz, 1 H), 8.23 (s, 1 H), 7.93 (d, J=0.7 Hz, 1 H), 7.10 (d, J=2.4 Hz, 1 H), 6.44 (dd, J=5.7, 2.4 Hz, 1 H), 6.22 (s, 1 H), 5.81 (s, 2 H), 3.84 (s, 3 H), 2.02 (s, 3 H), 1.92 (s, 3 H); MS (ESI) m/z: 296.1 (M+H+).

Provenance & Evidence