Water → N-(5-((2-(3-(2-hydroxyethyl)-3-methylureido)pyridin-4-yl)oxy)pyridin-2-yl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide

Participants

Reaction Conditions

Reaction Steps

A mixture of phenyl (4-((6-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamido)pyridin-3-yl)oxy)pyridin-2-yl)carbamate (30 mg, 0.05 mmol), NMP (5 mL) and 2-(methylamino)ethanol (5.0 mg, 0.06 mmol) was heated at 40° C. for 1.5 hours. The mixture was cooled to rt, and diluted with EtOAc (15 mL) and water (10 mL). The separated organic layer was washed with water (10 mL×3), followed by washing with brine (10 mL), dried over anhydrous MgSO4, and concentrated in vacuo. The residue was purified by a silica gel column chromatography (DCM/MeOH (v/v)=20/1), and then washed with ether (5 mL) to give the title compound as a white solid (17 mg, 59%).

Provenance & Evidence