ChemicalBook CAS DataBase List 5-BROMO-3-FLUORO-PYRIDINE-2-CARBONITRILE

5-BROMO-3-FLUORO-PYRIDINE-2-CARBONITRILE synthesis

5synthesis methods

Product Name:5-BROMO-3-FLUORO-PYRIDINE-2-CARBONITRILE
CAS Number:886373-28-0
Molecular formula:C6H2BrFN2
Molecular Weight:201

669066-90-4
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$150.00/1g

5-BROMO-3-FLUORO-PYRIDINE-2-CARBONITRILE

886373-28-0
167 suppliers
$8.00/250mg

Yield:886373-28-0 73%

Reaction Conditions:

Stage #1:5-bromo-3-fluoro-pyridine-2-carboxylic acid amide with sodium chloride;trichlorophosphate in dichloromethaneHeating / reflux;
Stage #2: with sodium hydrogencarbonate in dichloromethane;water at 20;

Steps:

Stir amixture of S-bromo-S-fluoro-pyridine^-carboxylic acid amide (0.375 mg, 1.71 mmol) and NaCl (0.120 g, 2.05 mmol) in CH₂Cl₂ (20 ml). After 15 minutes, addPOCl₃ (0.795 ml, 8.55 mmol) and reflux the mixture overnight. Cool the mixture to room temperature, and dilute with CH₂Cl₂; wash with saturated NaHCO₃ solution, dry(MgSO^. Purify the crude product using silica chromatography (0-50% EtOAc/Hexane) to produce 0.25 g (73% yield) of 5-bromo-2-cyano-3- fluoro-pyridine.

References:

ELI LILLY AND COMPANY WO2007/87488, 2007, A2 Location in patent:Page/Page column 23

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573675-25-9 Synthesis