ChemicalBook CAS DataBase List 2-ACETAMIDO-4-METHYL-5-BROMOPYRIDINE

2-ACETAMIDO-4-METHYL-5-BROMOPYRIDINE synthesis

5synthesis methods

Product Name:2-ACETAMIDO-4-METHYL-5-BROMOPYRIDINE
CAS Number:142404-82-8
Molecular formula:C8H9BrN2O
Molecular Weight:229.07

5327-32-2
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$24.00/1g

142404-82-8
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$15.00/250mg

Yield: 82%

Reaction Conditions:

with N-Bromosuccinimide in N,N-dimethyl-formamide at 0; for 0.5 h;

Steps:

1.2
(2); N-Bromosuccinimide (6.8 mmol, 1.2 g) was added to a N'N- dimethylformamide solution (20 ml) of 2-(acetylamino)-4-picoline (6.7 mmol, 1 g) at 0°C, followed by stirring at the same temperature for 30 minutes. Water (20 ml) was added to the resulting reaction mixture on ice to stop the reaction, and an aqueous layer was extracted with diethyl ether five times. An organic layer was dried over anhydrous sodium sulfate, and filtered, followed by distilling away a solvent under reduced pressure. The resulting crude product was purified with column chromatography to obtain 1.25 g of 2-(acetylamino)-5-bromo-4-picoline (yield 82%). ¹H NMR δ ppm (300 MHz, CDCl₃) data of this compound are 8.27 (s, IH), 8.13 (s, IH), 7.85 (brs, IH), 2.41 (s, 3H), 2.20 (s, 3H).

References:

ISHIHARA SANGYO KAISHA, LTD. WO2009/88103, 2009, A1 Location in patent:Page/Page column 15

98198-48-2 Synthesis