Reacción #170702

Ecuación de reacción

WSC.HCl

1-phenyl-5-(3-propylphenyl)-1H-pyrazol-3-ylamine

(R)-3-methyl-2-oxoimidazolidine-4-carboxylic acid

sodium hydrogen carbonate

HOBt

→

titled compound

Rendimiento 49.1%

(R)-3-methyl-2-oxoimidazolidine-4-carboxylic acid[1-phenyl-5-(3-propylphenyl)-1H-pyrazol-3-yl]amide

Rendimiento 49.1%

Disolventes

H2O

N,N-dimethylformamide

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónthe mixture was extracted with ethyl acetate
2. 2
   LavadoThe separated organic layer was washed with water
3. 3
   Secadoa saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate
4. 4
   Concentraciónconcentrated under reduced pressure
5. 5
   OtroThe resulting residue was purified by silica gel thin-layer chromatography (eluent: chloroform/methanol=10/1)

Procedimiento

To a solution of 1-phenyl-5-(3-propylphenyl)-1H-pyrazol-3-ylamine (56 mg) prepared according to the same procedures as Preparation 8 in N,N-dimethylformamide (0.6 ml) were sequentially added (R)-3-methyl-2-oxoimidazolidine-4-carboxylic acid (38 mg) prepared in Preparation 9, HOBt.H2O (46 mg) and WSC.HCl (58 mg), and the mixture was stirred at room temperature for 2 hours. To this reaction solution were added a saturated aqueous solution of sodium hydrogen carbonate and water, and the mixture was extracted with ethyl acetate. The separated organic layer was washed with water and a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resulting residue was purified by silica gel thin-layer chromatography (eluent: chloroform/methanol=10/1) to give the titled compound (40 mg).

Fuente