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2-Cyano-3-phenoxy-5-(trifluoromethyl)pyridine synthesis

2synthesis methods
80194-70-3 Synthesis
2-Cyano-3-chloro-5-(trifluoromethyl)-pyridine

80194-70-3
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2-Cyano-3-phenoxy-5-(trifluoromethyl)pyridine

1065607-70-6
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Yield: 67.5%

Reaction Conditions:

in N,N-dimethyl-formamide at 80; for 1 h;

Steps:

53.B
3-Chloro-5-(trifluoromethyl)picolinonitrile (0.220 g, 1.07 mmol) was combined with sodium phenoxide trihydrate (0.272 g, 1.60 mmol) and DMF (5 mL). The resulting mixture was heated to 80 °C and agitated for one hour. The mixture was then cooled, diluted with ether and washed with IM NaOH, water (3x), brine, dried and evaporated to give crude 3-phenoxy-5-(trifluoromethyl)picolinonitrile (0.190 g, 67.5% yield) as red oil.

References:

ARRAY BIOPHARMA INC. WO2008/118718, 2008, A2 Location in patent:Page/Page column 76