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ChemicalBook CAS DataBase List 5-(Pentafluoroethyl)pyridine-2-carbonitrile

5-(Pentafluoroethyl)pyridine-2-carbonitrile synthesis

3synthesis methods
-

Yield:1421951-81-6 4.19 g

Reaction Conditions:

with tetrakis(triphenylphosphine) palladium(0) in 1-methyl-pyrrolidin-2-one at 80; for 2.5 h;

Steps:

47.2 Production Example 47(2)

Production Example 47(2) A mixture of the half amount of 2-chloro-5- pentafluoroethyl pyridine obtained in Production Example 47(1), zinc (II) cyanide (14.4 g) , tetrakistriphenylphosphine palladium (2.42 g) and N-methyl pyrrolidone (84 ml) was heated to 80°C, and stirred for 2.5 hours. The reaction mixture was cooled to room temperature, and water and methyl-tert-butyl ether were poured thereto. The resulting precipitate was filtrated through celite (registered trademark) , and the residue was washed with methyl-tert-butyl ether. The filtrate was extracted with methyl-tert-butyl ether. The organic layer was dried over sodium sulfate, and concentrated under reduced pressure. The crude product was subjected to silica gel column chromatography to give 2-cyano-5-pentafluoroethyl pyridine .(4.19 g) . 2-cyano-5-pentafluoroethyl pyridine 1H-NMR (CDC13) δ : 8.97-8.96 (lH,m), 8.12-8.09 (lH,m), 7.90- 7.87 (lH,m)

References:

WO2013/18928,2013,A1 Location in patent:Paragraph 0389