5-(BROMOMETHYL)-2-FLUOROPYRIDINE synthesis
- Product Name:5-(BROMOMETHYL)-2-FLUOROPYRIDINE
- CAS Number:105827-74-5
- Molecular formula:C6H5BrFN
- Molecular Weight:190.01
2369-19-9
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105827-74-5
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Yield: 81%
Reaction Conditions:
with N-Bromosuccinimide;2,2'-azobis(isobutyronitrile) in 1,2-dichloro-ethane for 18 h;Inert atmosphere;Reflux;
Steps:
24.A A. 5-Bromomethyl-2-fluoro-pyridine
2-Fuoro-5-methylpyridine (5.0g, 45mmol) was dissolved in 1,2-dichloroethane (120mL). To this solution was added N-bromosuccinimide (9.61g, 54mmol) and azobisisobutyronitrile (AIBN) (739mg, 4.5mmol). The reaction was stirred at reflux. After 18 hrs the reaction mixture was diluted with chloroform (lOOmL) and washed with water (lx50mL) and brine (lx30mL), dried (Na2S04) and evaporated in vacuo. The residue was purified by flash chromatography (silica), eluent 95% Pet. Ether, 5% EtOAc, fractions combined and evaporated in vacuo to give a yellow oil identified as 5-bromomethyl-2-fluoro-pyridine (6.89g, 36.25mmol, 81% yield). [M+H]+ = 192
References:
Location in patent:Page/Page column 89
1603-41-4
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105827-74-5
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$36.00/100mg