تفاعل #41775

معادلة التفاعل

2-bromo-1-methyl-4-nitrobenzene

3-chloro-4-pyridine boronic acid hydrate

sodium carbonate

→

3-chloro-4-(2-methyl-5-nitrophenyl)pyridine

المذيبات

dimethoxyethane

water

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas added
2. 2
   تركيزThe reaction mixture was concentrated
3. 3
   أخرىpartitioned between ethyl acetate and water
4. 4
   غسيلThe organic layer was washed with brine
5. 5
   تجفيفdried with sodium sulfate
6. 6
   تركيزconcentrated
7. 7
   أخرىPurification on silica gel

الإجراء التجريبي

Nitrogen was bubbled through a solution of 2-bromo-1-methyl-4-nitrobenzene (1 eq) in dimethoxyethane and water (3:1) for 0.5 h. Bis(diphenylphosphino)ferrocene Palladium(II)chloride (0.05 eq) followed by 3-chloro-4-pyridine boronic acid hydrate (1 eq) and sodium carbonate (3 eq) was added and the mixture was heated to 90° C. for 16 h under nitrogen. The reaction mixture was concentrated and partitioned between ethyl acetate and water. The organic layer was washed with brine and dried with sodium sulfate and concentrated. Purification on silica gel gave 3-chloro-4-(2-methyl-5-nitrophenyl)pyridine. MS: MH+=248.

المصدر