Hydrogen Bromide → HCID 86268026, compound

Participants

Reaction Conditions

Reaction Steps

5-(5-((2-(1-ethyl-1H-pyrazol-4-yl)pyridin-4-yl)oxy)-6-methylpyridin-2-yl)-N-isopropyl-4-methoxypyrimidin-2-amine (0.25 g, 0.56 mmol) was dissolved in AcOH (5 mL) and 48% hydrobromic acid (0.25 mL, 2.24 mmol) was added. The mixture was heated at 90° C. for 5 hours. The mixture was evaporated under high vacuum. The residue was treated with NaHCO3 solution and the solution was extracted with EtOAc (3×). The organic was dried over Na2SO4, filtered, and concentrated. The residue was treated with hot MeCN. The solid was filtered, and dried under vacuum to obtain 5-(5-((2-(1-ethyl-1H-pyrazol-4-yl)pyridin-4-yl)oxy)-6-methylpyridin-2-yl)-2-(isopropylamino)pyrimidin-4(3H)-one (185 mg, 73.1% yield). 1H NMR (400 MHz, DMSO-d6): δ 10.81 (s, 1H), 8.68 (s, 1H), 8.36 (d, J=5.7 Hz, 1H), 8.31 (s, 1H), 8.26 (d, J=8.6 Hz, 1H), 7.98 (s, 1H), 7.51 (d, J=8.6 Hz, 1H), 7.24 (d, J=2.4 Hz, 1H), 6.60 (dd, J=5.7, 2.4 Hz, 1H), 4.14 (q, J=7.3 Hz, 2H), 4.07 (m, 1H), 2.34 (s, 3H), 1.37 (t, J=7.3 Hz, 3H), 1.17 (d, J=6.5 Hz, 6H); MS (ESI) m/z: 432.2 (M+H+).

Provenance & Evidence