ETHYL 2-BROMOISONICOTINATE synthesis
- Product Name:ETHYL 2-BROMOISONICOTINATE
- CAS Number:89978-52-9
- Molecular formula:C8H8BrNO2
- Molecular Weight:230.06
64-17-5
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66572-56-3
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89978-52-9
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$7.00/250mg
Yield: 79%
Reaction Conditions:
with sulfuric acid for 3 h;Schlenk technique;Inert atmosphere;Reflux;
Steps:
Ethyl 2-bromoisonicotinate (10c)
A 8 mL Schlenk tube was flushed with nitrogen and charged with 250 mg (1.24 mmol, 1.00 eq) 4-bromopyridine-4-carboxylic acid suspended in 1.0 mL EtOH. After adding 200 μL (3.71 mmol, 3.00 eq)conc. H2SO4 the suspension was heated under reflux for 3 h. TLC analysis (CH/EtOAc 3:1) indicatedfull conversion of the starting material. The mixture was hydrolyzed with 5 mL sat. aqueous NaHCO3solution and extracted with EtOAc (2 x 10 mL). The combined organic layers were dried over MgSO4and the solvent was removed under reduced pressure. Drying in high vacuum and storage in the fridgeovernight yielded the pure product. (79 % yield, 225 mg yellow solid).
References:
Breinbauer, Rolf;Doler, Carina;Fuchs, Elisabeth;Grabner, Gernot F.;Mayer, Nicole;Melcher, Michaela-Christina;Migglautsch, Anna K.;Romauch, Matthias;Schweiger, Martina;Zechner, Rudolf;Zimmermann, Robert [Bioorganic and medicinal chemistry,2020,vol. 28,# 16] Location in patent:supporting information
66572-56-3
343 suppliers
$7.00/5g
89978-52-9
90 suppliers
$7.00/250mg
695-34-1
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89978-52-9
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$7.00/250mg
4926-28-7
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$5.00/1g
89978-52-9
90 suppliers
$7.00/250mg