Reacción #170761

Ecuación de reacción

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

3-(2,4-dimethoxybenzyl)-4-oxo-3-azabicyclo[3.1.0]hexane-1-carboxylic acid

diisopropylethylamine

HATU

WSC.HCl

→

titled compound

Rendimiento 90.7%

3-(2,4-Dimethoxybenzyl)-4-oxo-3-azabicyclo[3.1.0]hexane-1-carboxylic acid[1-phenyl-5-(3-propylphenyl)-1H-pyrazol-3-yl]amide

Rendimiento 90.7%

Disolventes

N,N-dimethylformamide

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroat room temperature
2. 2
   workup.STIRRINGthe mixture was stirred at room temperature for additional 72 hours
3. 3
   Extracciónthe mixture was extracted with ethyl acetate
4. 4
   LavadoThis organic layer was washed with water
5. 5
   Secadoa saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate
6. 6
   Concentraciónconcentrated under reduced pressure

Procedimiento

To a solution of 1-phenyl-5-(3-propylphenyl)-1H-pyrazol-3-ylamine (3.5 mg) prepared according to the same procedures as Preparation 2-2 in N,N-dimethylformamide (0.5 ml) were sequentially added 3-(2,4-dimethoxybenzyl)-4-oxo-3-azabicyclo[3.1.0]hexane-1-carboxylic acid (3.7 mg) and WSC.HCl (3.6 mg) at room temperature, and the mixture was stirred for 14 hours. To this reaction mixture were added diisopropylethylamine (3.3 μl) and HATU (7.3 mg), and the mixture was stirred at room temperature for additional 72 hours. To this reaction mixture was added water, and the mixture was extracted with ethyl acetate. This organic layer was washed with water and a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure to give the titled compound (6.3 mg).

Fuente