반응 #45713

반응 방정식

Tributylstannyl-1-methylpyrrole

2,6-di-tert-butylcresol

2-chloro-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-cabonitrile

→

7-Fluoro-5-methyl-2-(1-methyl-1H-pyrrol-2-yl)-6-phenyl-1,3-benzoxazole-4-carbonitrile

용매

toluene

반응 조건

후처리

1. 1
   온도under heat under nitrogen atmosphere for 3 hours
2. 2
   온도After cooling
3. 3
   기타the reaction liquid
4. 4
   여과was filtered
5. 5
   기타the solvent of the filtrate was evaporate away under reduced pressure
6. 6
   세척eluted with a mixed solvent of n-hexane/ethyl acetate (9:1, v/v→5
7. 7
   기타1, v/v) to obtain a main product
8. 8
   세척After washing with isopropyl ether
9. 9
   여과the entitled compound (50 mg, 22%) was collected by filtration as a pale yellow solid

실험 절차

Tributylstannyl-1-methylpyrrole (389 mg, 1.05 mmol), bis(triphenylphosphine)palladium(II) dichloride (49 mg, 0.07 mmol), and a catalytic amount of 2,6-di-tert-butylcresol (2 mg) were added to a toluene (20 ml) solution of 2-chloro-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-cabonitrile (I-130) (200 mg, 0.70 mol), followed by stirring under heat under nitrogen atmosphere for 3 hours. After cooling, the reaction liquid was filtered, and the solvent of the filtrate was evaporate away under reduced pressure. The resulting residue was subjected to silica gel column chromatography, and eluted with a mixed solvent of n-hexane/ethyl acetate (9:1, v/v→5:1, v/v) to obtain a main product. After washing with isopropyl ether, the entitled compound (50 mg, 22%) was collected by filtration as a pale yellow solid.

출처