تفاعل #6791

معادلة التفاعل

4-chloro-2-methylthio-6-(trifluoromethyl)pyrimidine

4-(methylthio)phenylboronic acid

sodium carbonate

→

title compound

المردود 84.0%

2-(Methylthio)-4-[4(methylthio)phenyl]-6-(trifluoromethyl)pyrimidine

المردود 84.0%

المذيبات

DME

water

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas heated
2. 2
   درجة الحرارةunder reflux
3. 3
   تركيزThe reaction mixture was concentrated in vacuo
4. 4
   أخرىthe resultant mixture partitioned between ethyl acetate and water
5. 5
   أخرىThe organic phase was separated
6. 6
   غسيلwashed with water
7. 7
   تجفيفdried (Na2SO4)
8. 8
   تركيزconcentrated in vacuo to a purple solid
9. 9
   أخرىPurification by flash column chromatography with cyclohexane

الإجراء التجريبي

A mixture of 4-chloro-2-methylthio-6-(trifluoromethyl)pyrimidine (ButtPark Ltd, 2.86 g, 14.55 mmol), 4-(methylthio)phenylboronic acid (Aldrich, 2.83 g, 1.1 eq), tetrakistriphenylphosphine palladium (0) (0.2 g) and sodium carbonate (4.04 g, 2.6 eq) in DME (200 ml) and water (100 ml) was heated under reflux with stirring under N2 for 24 h. The reaction mixture was concentrated in vacuo and the resultant mixture partitioned between ethyl acetate and water. The organic phase was separated, washed with water, dried (Na2SO4) and concentrated in vacuo to a purple solid. Purification by flash column chromatography with cyclohexane:ethyl acetate as (6:1) as eluant gave the title compound as a yellow crystalline solid (3.869, 84%).

المصدر