Potassium Fluoride → HCID 118093615, compound

Participants

Reaction Conditions

Reaction Steps

Add potassium fluoride (53.9 mg, 0.93 mmol) to a solution of tert-butyl N-[[4-[6-(aminomethyl)-2-methyl-pyrimidin-4-yl]oxyphenyl]methylsulfonyl]-N-methyl-carbamate (280 mg, 0.46 mmol) and 2,5-dichloropyrimidine (69.1 mg, 0.46 mmol) in DMSO (10 mL). Heat the mixture to 120° C. and stir it at that temperature for 17 hours. Cool the mixture to ambient temperature and quench the reaction with water. Extract the resulting mixture with EtOAc; combine the extract(s); dry the extracts with magnesium sulfate; filter; and concentrate the filtrate under reduce pressure to provide a residue. Purify the title compound using silica gel chromatography eluting with a gradient of EtOAc in hexanes (0-100%). Further purify the title compound using a second silica gel chromatography eluting with a gradient of 0-10% MeOH in DCM. Concentrate the appropriate fractions under reduced pressure to provide the title compound as a glassy yellow solid (90 mg, 44.6%). MS (m/z): 435 (M+1).

Provenance & Evidence