ChemicalBook--->CAS DataBase List--->153888-47-2

153888-47-2

153888-47-2 Structure

153888-47-2 Structure
IdentificationBack Directory
[Name]

Methyl 5-bromo-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate
[CAS]

153888-47-2
[Synonyms]

methyl 5-bromo-1-methyl-6-oxopyridine-3-carboxylate
Methyl 5-bromo-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxylate
Methyl 5-bromo-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate
3-Pyridinecarboxylic acid, 5-bromo-1,6-dihydro-1-methyl-6-oxo-, methyl ester
[Molecular Formula]

C8H8BrNO3
[MDL Number]

MFCD26143068
[MOL File]

153888-47-2.mol
[Molecular Weight]

246.06
Chemical PropertiesBack Directory
[Boiling point ]

325.4±42.0 °C(Predicted)
[density ]

1.656±0.06 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,Room Temperature
[pka]

-4.45±0.62(Predicted)
Hazard InformationBack Directory
[Uses]

Methyl 5-bromo-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate is a starting material in the synthesis of Functionalized Tricyclic Pyrrolo-Pyridones
[Synthesis]

METHYL 5-BROMO-6-HYDROXYNICOTINATE

381247-99-0

Iodomethane

74-88-4

Methyl 5-bromo-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate

153888-47-2

General procedure for the synthesis of methyl 5-bromo-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate from 5-bromo-6-hydroxynicotinic acid methyl ester and iodomethane: Methyl 5-bromo-6-hydroxynicotinic acid methyl ester (3.0 g, 1.0 eq.) and potassium carbonate (3.6 g, 2.0 eq.) were dissolved in N,N-dimethylformamide, and iodomethane (1.5 eq.) was added dropwise at room temperature. The reaction mixture was stirred at 35°C for 3 hours. After completion of the reaction, the reaction solution was diluted with ethyl acetate, washed with water, dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The concentrated residue was dissolved in dichloromethane and hexane was added for crystallization to afford methyl 5-bromo-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate as a white solid (2.5 g, 79% yield).

[References]

[1] Patent: WO2015/60613, 2015, A1. Location in patent: Paragraph 370; 371
[2] Patent: WO2007/62007, 2007, A1. Location in patent: Page/Page column 82-83
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