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(1R,2R)-2-(3,4-difluorophenyl)cyclopropane carboxaMide synthesis
- Product Name:(1R,2R)-2-(3,4-difluorophenyl)cyclopropane carboxaMide
- CAS Number:1006376-62-0
- Molecular formula:C10H9F2NO
- Molecular Weight:197.18
![(1R,2R)-2-(3,4-difluorophenyl)cyclopropanecarboxylic acid](/CAS/20130318/GIF/CB82599546.gif)
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Yield:1006376-62-0 86.9%
Reaction Conditions:
Stage #1:trans-(1R,2R)-2-(3,4-difluorophenyl)cyclopropanecarboxylic acid with thionyl chloride in toluene for 2 h;Reflux;
Stage #2: with ammonium hydroxide in water;ethyl acetate;toluene at 15 - 30;
Steps:
7 Example 7: Preparation of the compound of formula IX (1R, 2R) -2- (3,4-difluorophenyl) cyclopropyl formamide
A solution of the compound of formula VII (1R, 2R) -2- (3,4-difluorophenyl) cyclopropanecarboxylic acid (16.6 g, 83.7 mmol) in 160 ml of toluene,Thionyl chloride (16.6 g, 139 mmol) was added,Reflux for 2 hours,Spin dry,Add 40 ml of toluene,Dissolved and then spin dry,Then add 20 ml of toluene dissolved,Was added dropwise to a system consisting of 30% aqueous ammonia (20.25 g, 357 mmol), 50 ml of water and 115 ml of ethyl acetate,Control the temperature of 15 to 30 degrees,Drop in 30 minutes.Drop finished,Stirring for 1 to 2 hours,Add 50 ml of water and 50 ml of ethyl acetate,Points to the water phase,The oil phase was dried over anhydrous sodium sulfate,Spin dry,The compound of formula IX (1R, 2R) -2- (3,4-difluorophenyl) cyclopropyl formamide (14.35 g, 72.8 mmol) was obtained.As a gray solid.Yield 86.9%.
References:
Shangyu Jing Xin Pharmaceutical Co., Ltd.;Shanghai Jingxin Bio-pharmaceutical Co., Ltd.;Huang Yue;Xu Miaohuan CN104744266, 2017, B Location in patent:Paragraph 0082; 0083
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