Methyl iodide → HCID 16113489, compound

Participants

Reaction Steps

1-[4-(2-Fluoroethyl)-3-(trifluoromethyl)phenyl]-3-[4-(1H-pyrazolo[3,4-b]pyridin-4-yloxy)phenyl]urea (92 mg, 0.2 mmol) was dissolved in DMF (1 mL), and sodium hydride (60%, 8 mg) was added thereto. The resulting mixture was stirred under nitrogen atmosphere at room temperature for 0.5 hours, and then iodomethane (18 μL) was added thereto. The mixture was further stirred overnight, and a saturated ammonium chloride aqueous solution was added thereto to quench the reaction. The reaction solution was extracted with ethyl acetate. The organic layer was washed with saturated brine and concentrated under reduced pressure. The residue was purified by silica-gel column chromatography (dichloromethane:methanol=20:1) to give 1-[4-(2-fluoro-ethyl)-3-trifluoromethyl-phenyl]-3-[4-(1-methyl-1H-pyrazolo[3,4-b]pyridin-4-yloxy)phenyl]urea (47 mg, 50%) as colorless crystals.

Provenance & Evidence