Reaktion #170761

Reaktionsgleichung

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

Ausbeute 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

Ausbeute 90.7%

Lösungsmittel

N,N-dimethylformamide

water

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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).

Quelle