反応 #170761

反応方程式

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

収率 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

収率 90.7%

溶媒

N,N-dimethylformamide

water

反応条件

後処理

1. 1
   その他at room temperature
2. 2
   workup.STIRRINGthe mixture was stirred at room temperature for additional 72 hours
3. 3
   抽出the mixture was extracted with ethyl acetate
4. 4
   洗浄This organic layer was washed with water
5. 5
   乾燥a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate
6. 6
   濃縮concentrated under reduced pressure

実験手順

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).

出典