2-(Tributylstannyl)pyridine → HCID 22235107, compound
Reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([C:9]([F:12])([F:11])[F:10])=[CH:4][C:3]=1Br.C([Sn](CCCC)(CCCC)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=1)CCC>C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.Cl[Pd]Cl>[F:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([C:9]([F:12])([F:11])[F:10])=[CH:4][C:3]=1[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
2,4-Difluoro-5-(trifluoromethyl)bromobenzene (2.0 g, 7.7 mmol), 2-tributylstannylpyridine, and Bis(triphenylphosphine)palladium(II)chloride (0.16 g, 0.23 mmol) were added to 50 mL. xylenes and the mixture was heated to reflux for 16 hours. The reaction mixture was filtered through a silica gel plug and then purified with column chromatography to give 2-(2,4-difluoro-5-trifluoromethylphenyl)pyridine (1.4 g, 5.4 mmol). The product was confirmed by Mass Spectroscopy and 1H NMR.