Chlorotrimethylsilane → HCID 178517778, compound

Participants

Reaction Conditions

Reaction Steps

To 2-(2,2-difluoro-2-(5-fluoropyrimidin-2-yl)acetamido)benzamide (230 mg, 1.03 mmol) were added 1,2-dichloroethane (8 mL), TEA (5.75 mL, 41.2 mmol) and chlorotrimethylsilane (2 mL, 15.45 mmol) and the mixture was heated at 85° C. in a sealed vessel overnight. The mixture was allowed to cool and then was concentrated under reduced pressure. The residue was diluted with EtOAc and washed with saturated aq NaHCO3 and brine. The organic layer was dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel chromatography eluting with 0-12% MeOH/DCM to afford 2-(difluoro(5-fluoropyrimidin-2-yl)methyl)quinazolin-4-ol (210 mg, 69%). LC-MS (ESI) m/z 293 (M+H)+.

Provenance & Evidence