반응 #42694

반응 방정식

ethynylbenzene

3-bromo-5-(trifluoromethyl)pyridin-2-amine

water

→

title compound

3-(phenylethynyl)-5-(trifluoromethyl)pyridin-2-amine

용매

triethylamine

반응 조건

후처리

1. 1
   추출extracted with ethyl acetate
2. 2
   세척The extract was washed with a saturated aqueous solution of sodium chloride
3. 3
   건조dried with anhydrous magnesium sulfate
4. 4
   농축concentrated
5. 5
   기타The obtained residue was purified by column chromatography on silica gel (hexane:ethyl acetate=5:1)

실험 절차

Under an atmosphere of argon, to a solution of 3-bromo-5-(trifluoromethyl)pyridin-2-amine (the compound described in Bio. Org. Med. Chem., 9, 1715 (1999)) (163 mg) in triethylamine (1.5 mL), ethynylbenzene (82 μL), bis(triphenylphosphine)palladium dichloride (43 mg) and copper bromide (14 mg) were added. The reaction mixture was stirred for overnight at 60° C. To the reaction mixture, water was added and extracted with ethyl acetate. The extract was washed with a saturated aqueous solution of sodium chloride, dried with anhydrous magnesium sulfate and concentrated. The obtained residue was purified by column chromatography on silica gel (hexane:ethyl acetate=5:1) to give the title compound (26 mg) having the following physical data.

출처