4-Bromo-N-methoxy-N-methylpicolinamide synthesis

4synthesis methods

Product Name:4-Bromo-N-methoxy-N-methylpicolinamide
CAS Number:1005342-94-8
Molecular formula:C8H9BrN2O2
Molecular Weight:245.07

30766-03-1 Synthesis

30766-03-1
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1117-97-1
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1005342-94-8
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Yield:1005342-94-8 100%

Reaction Conditions:

with triethylamine;HATU in N,N-dimethyl-formamide at 20; for 2 h;

Steps:

328

To a solution of 4-bromo-pyridine-2-carboxylic acid (5.0 g, 24.8 mmol, 1.0 eq) in DMF (10 mL) was added Et₃N (7.5 g, 74.4 mmol, 3.0 eq), Ο,Ν-dimethyl-hydroxylamine (2.41 g, 24.8 mmol, 1.0 eq) and HATU (11.3 g, 29.8 mmol, 1.2 eq). The reaction mixture was stirred at rt for 2 h. Water was added, and the mixture was extracted with EtOAc. The organic layer was washed with water, dried over Na2S04, filtered, and concentrated to give the crude product which was subject to silica gel chromatography (PE/EA = 5/1-2/1, v/v) to afford 4-bromo-pyridine-2-carboxyl .0 g, 100%) as a white solid.

References:

WO2015/103317,2015,A1 Location in patent:Page/Page column 347

6638-79-5 Synthesis