반응 #164979

반응 방정식

Water

2-amino-3-bromopyridine

trimethylsilyl acetylene

N,N-diisopropylethylamine

→

title compound

수율 94.3%

3-Trimethylsilanylethynyl-pyridin-2-ylamine

수율 94.3%

용매

N-methylpyrrolidinone

반응 조건

후처리

1. 1
   추출was then extracted with ethyl acetate
2. 2
   세척The organic layer was washed with water and saturated aqueous sodium chloride
3. 3
   건조dried over anhydrous magnesium sulfate
4. 4
   기타the solvent was evaporated under a reduced pressure
5. 5
   기타The residue was purified by silica gel column chromatography (heptane:ethyl acetate=2:1)

실험 절차

To a solution of 2-amino-3-bromopyridine (5.72 g, 33.1 mmol) in N-methylpyrrolidinone (120 mL) were added trimethylsilyl acetylene (9.36 mL, 66.2 mmol), tetrakis(triphenylphosphine)palladium (0) (1.91 g, 1.66 mmol), copper (I) iodide (630 mg, 3.31 mmol) and N,N-diisopropylethylamine (11.5 mL, 66.2 mmol) at room temperature, which was stirred under nitrogen atmosphere for 6 hours at 70° C. Water was added to the reaction solution, which was then extracted with ethyl acetate. The organic layer was washed with water and saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure. The residue was purified by silica gel column chromatography (heptane:ethyl acetate=2:1) to obtain the title compound (5.94 g, 94%).

출처