Hydrogen Bromide → HCID 86268248, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 2-(3,3-difluoropyrrolidin-1-yl)-4-methoxy-5-(6-methyl-5-((2-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yl)oxy)pyridin-2-yl)pyrimidine (0.080 g, 0.167 mmol) in AcOH (3 mL) was treated with 48% hydrobromic acid (0.1 mL). The mixture was heated at 90° C. for 3 hours. The mixture was concentrated and the residue was treated with NaHCO3 and EtOAc. The mixture was stirred at RT. The solid was filtered and washed with water, EtOAc, and dried under vacuum to obtain 2-(3,3-difluoropyrrolidin-1-yl)-5-(6-methyl-5-((2-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yl)oxy)pyridin-2-yl)pyrimidin-4(3H)-one (42 mg, 52.3% yield). 1H NMR (400 MHz, DMSO-d6): δ 8.76 (br s, 1H), 8.36 (d, J=5.7 Hz, 1H), 8.28 (br s, 1H), 8.27 (s, 1H), 7.97 (s, 1H), 7.58 (br s, 1H), 7.24 (d, J=2.4 Hz, 1H), 6.64 (s, 1H), 3.96 (m, 2H), 3.85 (s, 3H), 3.76 (m, 2H), 2.54 (m, 2H), 2.37 (s, 3H), one proton is missing; MS (ESI) m/z: 466.2 (M+H+).

Provenance & Evidence