Methyl 5-broMo-2-chloro-1,6-dihydro-1-Methyl-6-oxopyridine-3-carboxylate

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Methyl 5-broMo-2-chloro-1,6-dihydro-1-Methyl-6-oxopyridine-3-carboxylate Basic information
Product Name:Methyl 5-broMo-2-chloro-1,6-dihydro-1-Methyl-6-oxopyridine-3-carboxylate
Synonyms:Methyl 5-broMo-2-chloro-1,6-dihydro-1-Methyl-6-oxopyridine-3-carboxylate;Methyl 5-bromo-2-chloro-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate;3-Pyridinecarboxylic acid, 5-bromo-2-chloro-1,6-dihydro-1-methyl-6-oxo-, methyl ester;Methyl 5-bromo-2-chloro-1,6-dihydro-1-methyl-6-oxo-3-pyridinecarboxylate
CAS:869357-63-1
MF:C8H7BrClNO3
MW:280.5
EINECS:
Product Categories:
Mol File:869357-63-1.mol
Methyl 5-broMo-2-chloro-1,6-dihydro-1-Methyl-6-oxopyridine-3-carboxylate Structure
Methyl 5-broMo-2-chloro-1,6-dihydro-1-Methyl-6-oxopyridine-3-carboxylate Chemical Properties
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
AppearanceWhite to off-white Solid
Safety Information
MSDS Information
Methyl 5-broMo-2-chloro-1,6-dihydro-1-Methyl-6-oxopyridine-3-carboxylate Usage And Synthesis
Synthesis
methyl 2-chloro-1,6-dihydro-1-methyl-6-oxopyridine-3-carboxylate

853109-24-7

Methyl 5-broMo-2-chloro-1,6-dihydro-1-Methyl-6-oxopyridine-3-carboxylate

869357-63-1

General procedure for the synthesis of methyl 5-bromo-2-chloro-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate from methyl 2-chloro-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate: to methyl 2-chloro-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate (0.100 g, 0.496 mmol) in dimethylformamide ( DMF, 5 mL) solution was added N-bromosuccinimide (NBS, 0.177 g, 0.992 mmol). The reaction mixture was stirred at room temperature in a nitrogen (N2) atmosphere for 4 hours. Upon completion of the reaction, the reaction was quenched with saturated sodium bisulfite solution and subsequently diluted and layered with ethyl acetate (EtOAc) and water (H2O). The aqueous layer was back-extracted with ethyl acetate (2×). The organic layers were combined, dried over anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure to give a yellow solid product in quantitative yield.

References[1] Patent: WO2007/44084, 2007, A2. Location in patent: Page/Page column 77
[2] Patent: WO2008/120004, 2008, A1. Location in patent: Page/Page column 23
[3] Patent: WO2008/125820, 2008, A1. Location in patent: Page/Page column 33
[4] Patent: WO2010/108652, 2010, A1. Location in patent: Page/Page column 97
[5] Patent: US2005/256123, 2005, A1
Methyl 5-broMo-2-chloro-1,6-dihydro-1-Methyl-6-oxopyridine-3-carboxylate Preparation Products And Raw materials
Raw materialsmethyl 2-chloro-1,6-dihydro-1-methyl-6-oxopyridine-3-carboxylate-->N-Bromosuccinimide-->N,N-Dimethylformamide
Tag:Methyl 5-broMo-2-chloro-1,6-dihydro-1-Methyl-6-oxopyridine-3-carboxylate(869357-63-1) Related Product Information
Methyl 5-bromo-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate 5-Bromo-2-chloro-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid methyl 2-chloro-1,6-dihydro-1-methyl-6-oxopyridine-3-carboxylate Methyl 4-bromo-2-chloro-1,6-dihydro-1-methyl-6-oxo-3-pyridinecarboxylate 2-Chloro-1,5-dimethyl-6-oxo-1,6-dihydro-pyridine-3-carboxylic acid methyl ester Methyl 2-chloro-1,6-dihydro-4-iodo-1-methyl-6-oxo-3-pyridinecarboxylate