5-ethynylpyridine-2-carbonitrile synthesis
- Product Name:5-ethynylpyridine-2-carbonitrile
- CAS Number:1211584-19-8
- Molecular formula:C8H4N2
- Molecular Weight:128.13
1531598-55-6
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Yield:1211584-19-8 77%
Reaction Conditions:
with sodium hydride in toluene;mineral oil;Dean-Stark;Reflux;
Steps:
General procedure for acetylenes 56a-d
General procedure: A mixture of the protected acetylene 55 (20-50mmol) and NaH (60% dispersion in mineral oil, 0.15equiv) in toluene in a round bottom flask fitted with a Dean-Stark trapped capped by a reflux condenser was refluxed for 0.75-1.5h. The cooled reaction mixture was filtered through silica gel. The filtrate was evaporated and chromatographed on silica gel eluting with hexanes/EtOAc. The product was recrystallized from hexanes.
References:
Patrick, Donald A.;Bakunov, Stanislav A.;Bakunova, Svetlana M.;Wenzler, Tanja;Brun, Reto;Tidwell, Richard R. [Bioorganic and Medicinal Chemistry,2014,vol. 22,# 1,p. 559 - 576]
1214278-88-2
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97483-77-7
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$10.00/5g
1211584-19-8
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