Hydrochloric Acid → 5-((2-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yl)oxy)pyrazin-2-amine

Participants

Reaction Conditions

Reaction Steps

A solution of N-(5-((2-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yl)oxy)pyrazin-2-yl)acetamide (0.38 g, 1.22 mmol) in THF (10 mL) was treated with aqueous HCl (2 M, 6.12 mL, 12.24 mmol) and the solution was stirred at 60° C. for 4 h. The solvent was evaporated and the crude residue was diluted with water (40 mL), basified with solid NaHCO3, and extracted with EtOAc (2×30 mL). The combined organics were washed with brine, dried (Na2SO4) and concentrated to afford 5-((2-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yl)oxy)pyrazin-2-amine (0.32 g, 97%) as a white foam. 1H NMR (400 MHz, DMSO-d6): δ 8.34 (d, J=5.7 Hz, 1H), 8.25 (s, 1H), 7.95 (d, J=0.7 Hz, 1H), 7.91 (d, J=1.4 Hz, 1H), 7.61 (d, J=1.4 Hz, 1H), 7.21 (d, J=2.4 Hz, 1H), 6.69 (dd, J=5.7, 2.4 Hz, 1H), 6.44 (s, 2H), 3.84 (s, 3H); MS (ESI) m/z: 269.1 (M+H+).

Provenance & Evidence