تفاعل #45580

معادلة التفاعل

water

N,N-dimethylformamide

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

→

compound

المردود 80.0%

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

المردود 80.0%

المذيبات

brine

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةAfter cooling to room temperature
2. 2
   استخلاصfollowed by extraction twice with ethyl acetate
3. 3
   غسيلthe organic layer was washed with saturated brine
4. 4
   تجفيفdried over anhydrous magnesium sulfate
5. 5
   ترشيحAfter filtration and concentration under reduced pressure
6. 6
   تركيزthe eluate with n-hexane:ethyl acetate (10:1) was concentrated under reduced pressure

الإجراء التجريبي

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.

المصدر