3-Cyanopyridine → 3-Phenylethynyl-pyridine

HRID 2213960Notes

Reaction equation

HRID 2213960 reaction equation
[C:1]([C:3]1[CH:4]=[N:5][CH:6]=[CH:7][CH:8]=1)#N.[C:9](#N)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>>[C:10]1([C:9]#[C:1][C:3]2[CH:4]=[N:5][CH:6]=[CH:7][CH:8]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 793-CyanopyridineHCID 7505Benzonitrile

Product 1

HCID 109430453-Phenylethynyl-pyridineYield 45%

Procedure

The procedure was identical to Example 2, with the exception that 3-cyanopyridine (0.208 g; 2.00 mmol) was used as a substrate instead of benzonitrile. GC analysis of the organic phase of the hydrolyzed reaction sample after 20 h at 65° C. showed the presence of 0.89 mmol (45% yield) of 3-(phenylethynyl)pyridine and no remaining 3-cyanopyridine in the reaction mixture.

Sources & evidence

ORD record
ord-7be8826470084befb8086a7685f21794
Source dataset
uspto-grants-2006_09
Patent number
US07105707B2

Reaction notes

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