반응 #45584

반응 방정식

7-bromo-2-cyclopropyl-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile

1-(N-tert-butoxycarbonylamino)-3-tri-n-butylstannyl-2-cyclopentene

2,6-di-tert-butyl-p-cresol

→

compound

수율 75.8%

tert-Butyl [3-(4-cyano-2-cyclopropyl-5-methyl-6-phenyl-1,3-benzoxazol-7-yl)cyclopent-2-enyl]carbamate

수율 75.8%

용매

1,4-dioxane

반응 조건

후처리

1. 1
   온도After cooling
2. 2
   기타the reaction liquid
3. 3
   농축was concentrated under reduced pressure
4. 4
   기타the residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=10:1→8:1→5:1)

실험 절차

A 1,4-dioxane (6 ml) solution of 7-bromo-2-cyclopropyl-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile (I-46) (89 mg, 0.252 mmol), 1-(N-tert-butoxycarbonylamino)-3-tri-n-butylstannyl-2-cyclopentene (143 mg, 0.302 mmol), bis(triphenylphosphine)palladium(II) chloride (8.8 mg, 0.0126 mmol), 2,6-di-tert-butyl-p-cresol (5.6 mg, 0.0252 mmol) was refluxed overnight. After cooling, the reaction liquid was concentrated under reduced pressure, the residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=10:1→8:1→5:1) to obtain the entitled compound (87 mg, 75%) as a pale brown solid.

출처