Reaktion #607860

Reaktionsgleichung

4-((6-aminopyridin-3-yl)oxy)picolinamide

1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid

EDCI

HOAT

→

title compound

Ausbeute 25.0%

4-((6-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamido)pyridin-3-yl)oxy)picolinamide

Ausbeute 25.0%

Lösungsmittel

water

DCM

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled to rt
2. 2
   EinengenThe organic phase was concentrated in vacuo
3. 3
   Sonstigethe residue was purified by a silica gel column chromatography (DCM/CH3OH (v/v)=40/1)

Vorschrift

To a suspension of 4-((6-aminopyridin-3-yl)oxy)picolinamide (230 mg, 1 mmol) and 1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid (237 mg, 1.02 mmol) in DCM (5 mL) was added EDCI (230 mg, 1.2 mmol) and HOAT (27 mg, 0.2 mmol). The reaction was stirred at 45° C. for 28 hours, then cooled to rt and diluted with water (10 mL) and DCM (20 mL). The organic phase was concentrated in vacuo and the residue was purified by a silica gel column chromatography (DCM/CH3OH (v/v)=40/1) to give the title compound as a light grey solid (111 mg, 25%).

Quelle