反応 #10398

反応方程式

2-bromo-3-chloro-4,5-difluorobenzoic acid

cyclopropyl amine

potassium acetate

triethylamine

→

title compound

収率 63.7%

3-Chloro-2-cyclopropylamino-4,5-difluorobenzoic acid

収率 63.7%

溶媒

isopropyl alcohol

反応条件

後処理

1. 1
   濃縮the reaction mixture is concentrated under vacuum
2. 2
   workup.DISSOLUTIONthe resulting residue is dissolved in ethyl acetate
3. 3
   洗浄The organic layer is washed with 1.0 M hydrochloric acid, water, and brine
4. 4
   乾燥The organic layer is dried over MgSO4
5. 5
   ろ過filtered
6. 6
   濃縮The filtrate is concentrated under vacuum
7. 7
   その他purified via flash column chromatography (5% isopropyl alcohol/1% formic acid/94% dichloromethane)

実験手順

In a sealed tube a mixture of 2-bromo-3-chloro-4,5-difluorobenzoic acid (Example 20, 7.96 g, 29.3 mmol), cyclopropyl amine (4.20 mL, 58.7 mmol), potassium acetate (5.77 g, 58.6 mmol), cupric acetate monohydrate (0.50 g, 2.5 mmol), and triethylamine (4.9 mL, 35.19 mmol) in isopropyl alcohol is stirred at 80° C. After 16 hours, the reaction mixture is concentrated under vacuum, and the resulting residue is dissolved in ethyl acetate. The organic layer is washed with 1.0 M hydrochloric acid, water, and brine. The organic layer is dried over MgSO4 and filtered. The filtrate is concentrated under vacuum and purified via flash column chromatography (5% isopropyl alcohol/1% formic acid/94% dichloromethane) to afford the title compound (4.62 g). MS CI: m/z 248 (MH+).

出典