反応 #45580

反応方程式

water

N,N-dimethylformamide

4-bromo-3-fluoro-6-iodo-2-methoxy-5-methylphenylamine

→

compound

収率 80.0%

2-Amino-5-bromo-4-fluoro-3-methoxy-6-methylbenzonitrile

収率 80.0%

溶媒

brine

反応条件

後処理

1. 1
   温度After cooling to room temperature
2. 2
   抽出followed by extraction twice with ethyl acetate
3. 3
   洗浄the organic layer was washed with saturated brine
4. 4
   乾燥dried over anhydrous magnesium sulfate
5. 5
   ろ過After filtration and concentration under reduced pressure
6. 6
   濃縮the eluate with n-hexane:ethyl acetate (10:1) was concentrated under reduced pressure

実験手順

Under nitrogen atmosphere, water (0.1 ml), zinc cyanide (59 mg, 0.5 mmol), 1,1′-bis(diphenylphosphino)ferrocene (67 mg, 0.12 mmol), bis(dibenzylideneacetone)palladium(0) (58 mg, 0.1 mmol) were added to an N,N-dimethylformamide (10 ml) solution of 4-bromo-3-fluoro-6-iodo-2-methoxy-5-methylphenylamine (I-44) (359 mg, 1.0 mmol), followed by stirring at 120 to 130° C. for 3 hours. After cooling to room temperature, saturated brine was added to the reaction liquid, followed by extraction twice with ethyl acetate, the organic layer was washed with saturated brine, then dried over anhydrous magnesium sulfate. After filtration and concentration under reduced pressure, the resulting residue was subjected to column chromatography, and the eluate with n-hexane:ethyl acetate (10:1) was concentrated under reduced pressure to obtain the entitled compound (208 mg, 80%) as a white solid.

出典