ChemicalBook CAS DataBase List 5-Bromo-3-methylpyridine-2-carboxylic acid methyl ester

5-Bromo-3-methylpyridine-2-carboxylic acid methyl ester synthesis

7synthesis methods

Product Name:5-Bromo-3-methylpyridine-2-carboxylic acid methyl ester
CAS Number:213771-32-5
Molecular formula:C8H8BrNO2
Molecular Weight:230.06

886365-43-1

74-88-4

5-Bromo-3-methylpyridine-2-carboxylic acid methyl ester

213771-32-5

Step C: Synthesis of methyl 5-bromo-3-methylpyridine-2-carboxylate 5-Bromo-3-methylpyridine-2-carboxylic acid (2.6 g, 12 mmol) was dissolved in N,N-dimethylformamide (20.0 mL) followed by addition of potassium carbonate (4.99 g, 36.1 mmol) and iodomethane (1.50 mL, 24.1 mmol). The reaction mixture was stirred at 80 °C for 40 min. After completion of the reaction, the mixture was extracted with ethyl acetate and water by partitioning. The organic layer was separated, washed with saturated brine, dried over anhydrous sodium sulfate, filtered and concentrated to give methyl 5-bromo-3-methylpyridine-2-carboxylate 2.3 g in yellow solid form in 83% yield.

886365-43-1 Synthesis

886365-43-1
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$6.00/1g

74-88-4
357 suppliers
$15.00/10g

213771-32-5
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$10.00/250mg

Yield:213771-32-5 83%

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide at 80; for 0.666667 h;

Steps:

90.C methyl 5-bromo-3-methylpyridine-2-carboxylate
Step C
methyl 5-bromo-3-methylpyridine-2-carboxylate
To a solution 5-bromo-3-methylpyridine-2-carboxylic acid (2.6 g, 12 mmol) in N,N-dimethylformamide (20.0 mL) was added potassium carbonate (4.99 g, 36.1 mmol) and methyl iodide (1.50 mL, 24.1 mmol) and the reaction was stirred 80° C. for 40 min.
The reaction mixture was partitioned with EtOAc and water.
The organic layers were washed with brine, dried over sodium sulfate, filtered and concentrated to afford 2.3 g (83% yield) of the desired product as a yellow solid.

References:

Incyte Corporation;Huang, Taisheng;Feng, Hao;Kong, Lingquan;Wang, Anlai;Ye, Hai Fen US2013/96144, 2013, A1 Location in patent:Paragraph 0392; 0393

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67-56-1 Synthesis