Reacción #2439964

Ecuación de reacción

2-Ethyl-5-methyl-2H-pyrazole-3-carboxylic acid [4-(3-hydroxymethylene-2-oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-amide

N-(4-aminophenyl)morpholine

→

title compound

Rendimiento 67.9%

2-Ethyl-5-methyl-2H-pyrazole-3-carboxylic acid (4-{3-[(4-morpholin-4-yl-phenylamino)-methylene]-2-oxo-2,3-dihydro-1H-indole-6-carbonyl}-phenyl)-amide

Rendimiento 67.9%

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroA small screw cap test tube
2. 2
   TemperaturaSubsequently, the reaction mixture was cooled to room temperature
3. 3
   Concentraciónconcentrated in vacuo
4. 4
   OtroThe crude residue was purified via flash silica gel chromatography (5% MeOH/95% CHCl3)

Procedimiento

A small screw cap test tube was charged with 2-Ethyl-5-methyl-2H-pyrazole-3-carboxylic acid [4-(3-hydroxymethylene-2-oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-amide (prepared below, 100 mg, 0.240 mmol) and THF (1 mL). To the resulting solution was added N-(4-aminophenyl)morpholine (47.08 mg, 0.264 mmol), and the mixture was stirred for 24 h at 65° C. Subsequently, the reaction mixture was cooled to room temperature and concentrated in vacuo. The crude residue was purified via flash silica gel chromatography (5% MeOH/95% CHCl3) yielding 67% (94 mg, 0.163 mmol) of the title compound.

Fuente