6-Bromo-3-methoxypyridine-2-carboxaldehyde

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6-Bromo-3-methoxypyridine-2-carboxaldehyde Basic information
Product Name:6-Bromo-3-methoxypyridine-2-carboxaldehyde
Synonyms:6-Bromo-3-methoxypyridine-2-carboxaldehyde;6-BroMo-3-Methoxy-2-pyridinecarboxaldehyde;6-BroMo-3-Methoxypicolinaldehyde;2-Pyridinecarboxaldehyde, 6-broMo-3-Methoxy-;6-Bromo-3-methoxy-pyridine-2-carbaldehyde
CAS:945954-95-0
MF:C7H6BrNO2
MW:216.03
EINECS:
Product Categories:
Mol File:945954-95-0.mol
6-Bromo-3-methoxypyridine-2-carboxaldehyde Structure
6-Bromo-3-methoxypyridine-2-carboxaldehyde Chemical Properties
Boiling point 301.4±37.0 °C(Predicted)
density 1.606
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka0.47±0.10(Predicted)
AppearanceOff-white to light yellow Solid
Safety Information
MSDS Information
6-Bromo-3-methoxypyridine-2-carboxaldehyde Usage And Synthesis
Synthesis
Methyl 6-broMo-3-Methoxypicolinate

945954-94-9

6-Bromo-3-methoxypyridine-2-carboxaldehyde

945954-95-0

4. To a solution of methyl 6-bromo-3-methoxypyridinecarboxylate (7.56 g) obtained in Step 3 in tetrahydrofuran (THF) (110 mL) was slowly added diisobutylaluminum hydride (DIBAL-H) (1.5 M toluene solution, 24.6 mL) at -78 °C. The reaction mixture was stirred at -78 °C for 1 hour. Subsequently, the reaction mixture was warmed to 0 °C and stirring was continued. Upon completion of the reaction, the reaction was quenched by adding saturated aqueous sodium potassium tartrate (Rochelle salt) to the mixture and extracted with ethyl acetate. The organic layers were combined, washed with saturated sodium chloride (brine) solution, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (eluent gradient: 0→33% ethyl acetate/hexane) and crystallized from ethyl acetate/hexane mixed solvent to give 6-bromo-3-methoxypyridine-2-carboxaldehyde (5.36 g, 81% yield) as white crystals.

References[1] Patent: WO2007/89031, 2007, A1. Location in patent: Page/Page column 85
6-Bromo-3-methoxypyridine-2-carboxaldehyde Preparation Products And Raw materials
Raw materialsMethyl 6-broMo-3-Methoxypicolinate-->Toluene-->Water-->Potassium sodium tartrate-->Tetrahydrofuran-->Diisobutylaluminium hydride
Tag:6-Bromo-3-methoxypyridine-2-carboxaldehyde(945954-95-0) Related Product Information
Trimethoprim Methyl 6-broMo-3-Methoxypicolinate 2-Pyridinecarboxylic acid,6-bromo-3-methoxy- 6-bromo-3-methoxypicolinonitrile 6-BroMo-3-Methoxy-2-Methylpyridine 5-Bromo-3-methoxypicolinaldehyde