تفاعل #45713

معادلة التفاعل

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

المذيبات

toluene

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةunder heat under nitrogen atmosphere for 3 hours
2. 2
   درجة الحرارةAfter cooling
3. 3
   أخرىthe reaction liquid
4. 4
   ترشيحwas filtered
5. 5
   أخرىthe solvent of the filtrate was evaporate away under reduced pressure
6. 6
   غسيلeluted with a mixed solvent of n-hexane/ethyl acetate (9:1, v/v→5
7. 7
   أخرى1, v/v) to obtain a main product
8. 8
   غسيلAfter washing with isopropyl ether
9. 9
   ترشيحthe entitled compound (50 mg, 22%) was collected by filtration as a pale yellow solid

الإجراء التجريبي

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.

المصدر