تفاعل #41752

معادلة التفاعل

2,4-dichloropyrimidine

pyridine-3-boronic acid

sodium carbonate

→

2-chloro-4-(3-pyridyl)pyrimidine

المذيبات

tetrahydrofuran

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 2,4-dichloropyrimidine (1 eq) in tetrahydrofuran and water (3:1) for 0.5 h. Bis(diphenylphosphino)ferrocene Palladium(II)chloride (0.05 eq) followed by pyridine-3-boronic acid (1 eq) and sodium carbonate (3 eq) was added and the mixture was heated to 60° 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 2-chloro-4-(3-pyridyl)pyrimidine. MS: MH+=190.

المصدر