反応 #41631

反応方程式

1-(t-butoxycarbonyl)pyrrole-2-boronic acid

sodium carbonate

water

4-bromo-3-fluoro-phenylamine

→

compound

t-butyl 2-(4-amino-2-fluoro-phenyl)-pyrrole-1-carboxylate

溶媒

dimethoxyethane

反応条件

後処理

1. 1
   その他the reaction liquid
2. 2
   温度After cooled
3. 3
   その他the reaction liquid
4. 4
   ろ過was filtered through Celite
5. 5
   workup.ADDITIONthe filtrate was diluted with ethyl acetate
6. 6
   洗浄washed with water and saturated saline in order
7. 7
   乾燥dried with anhydrous magnesium sulfate
8. 8
   その他The solvent was evaporated away under reduced pressure
9. 9
   その他the resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=2/1)

実験手順

1.6 g of 1-(t-butoxycarbonyl)pyrrole-2-boronic acid, 200 mg of tetrakistriphenylphosphine palladium, 5 ml of aqueous saturated sodium carbonate solution and 5 ml of water were added in order to a dimethoxyethane (10 ml) solution of 1 g of 4-bromo-3-fluoro-phenylamine, and the reaction liquid was stirred in a nitrogen atmosphere at 70° C. for 3 hours. After cooled, the reaction liquid was filtered through Celite, and the filtrate was diluted with ethyl acetate, washed with water and saturated saline in order, and dried with anhydrous magnesium sulfate. The solvent was evaporated away under reduced pressure, and the resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=2/1) to obtain the entitled compound as a pale brown solid.

出典