ChemicalBook--->CAS DataBase List--->945954-94-9

945954-94-9

945954-94-9 Structure

945954-94-9 Structure
IdentificationBack Directory
[Name]

Methyl 6-broMo-3-Methoxypicolinate
[CAS]

945954-94-9
[Synonyms]

Methyl 6-broMo-3-Methoxypicolinate
methyl 6-bromo-3-methoxypyridine-2-carboxylate
2-Pyridinecarboxylic acid, 6-bromo-3-methoxy-, methyl ester
[Molecular Formula]

C8H8BrNO3
[MDL Number]

MFCD18257515
[MOL File]

945954-94-9.mol
[Molecular Weight]

246.06
Chemical PropertiesBack Directory
[Boiling point ]

338.2±37.0 °C(Predicted)
[density ]

1.530±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[pka]

-1.56±0.10(Predicted)
[Appearance]

White to off-white Solid
Spectrum DetailBack Directory
[Spectrum Detail]

Methyl 6-broMo-3-Methoxypicolinate(945954-94-9)1HNMR
Hazard InformationBack Directory
[Synthesis]

Methyl 6-broMo-3-hydroxypicolinate

321601-48-3

Iodomethane

74-88-4

Methyl 6-broMo-3-Methoxypicolinate

945954-94-9

General procedure for the synthesis of methyl 6-bromo-3-methoxypyridine carboxylate from methyl 6-bromo-3-hydroxypyridine-2-carboxylate and iodomethane: Methyl 6-bromo-3-hydroxypyridine-2-carboxylate (4 g, 17.2 mmol), iodomethane (7.15 g, 34.5 mmol) and potassium carbonate (4.76 g, 34.5 mmol) were dissolved in N,N- dimethylformamide (50 mL) and the reaction was stirred at room temperature for 3 hours. After completion of the reaction, the reaction mixture was concentrated under reduced pressure, diluted with water and extracted with ethyl acetate (50 mL x 3). The organic layers were combined, dried with anhydrous sodium sulfate and concentrated under reduced pressure to give the crude product methyl 6-bromo-3-methoxypyridinecarboxylate (4 g, yield: 90%). The product was identified by NMR hydrogen spectroscopy (CDCl3, 400 MHz): δ 7.56 (d, J = 8.0 Hz, 1H), 7.25 (d, J = 8.0 Hz, 1H), 3.94 (s, 3H), 3.90 (s, 3H). Mass spectrum (M + H)+: 256/258.

[References]

[1] Patent: WO2014/121418, 2014, A1. Location in patent: Page/Page column 45
[2] Patent: EP3255042, 2017, A2. Location in patent: Paragraph 0180; 0183
[3] Patent: WO2007/89031, 2007, A1. Location in patent: Page/Page column 84-85
[4] Patent: WO2014/209727, 2014, A1. Location in patent: Page/Page column 39
[5] Patent: WO2014/205593, 2014, A1. Location in patent: Page/Page column 41; 42
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