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5-Bromo-2,3-dimethylpyridine

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5-Bromo-2,3-dimethylpyridine manufacturers

5-Bromo-2,3-dimethylpyridine Basic information
Uses
Product Name:5-Bromo-2,3-dimethylpyridine
Synonyms:3-broMo-5,6-diMethylpyridine;5-Bromo-2,3-lutidine;Pyridine, 5-bromo-2,3-dimethyl-;5-BROMO-2,3-DIMETHYLPYRIDINE ISO 9001:2015 REACH;3-DIMETHYLPYRIDINE;2,3-DiMethyl-5-broMopyridine;5-Bromo-2,3-dimethylpyridine
CAS:27063-90-7
MF:C7H8BrN
MW:186.05
EINECS:
Product Categories:Heterocycle-Pyridine series
Mol File:27063-90-7.mol
5-Bromo-2,3-dimethylpyridine Structure
5-Bromo-2,3-dimethylpyridine Chemical Properties
Boiling point 40℃ (40 Torr)
density 1.415±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
pka3.89±0.20(Predicted)
form liquid
color Clear, almost colourless
Safety Information
HS Code 2933399990
MSDS Information
5-Bromo-2,3-dimethylpyridine Usage And Synthesis
Uses2,3-Dimethyl-5-bromopyridine is an organic intermediate that can be prepared in one step from 2,3-dimethylpyridine. It can be used as a pharmaceutical intermediate.
Synthesis
2,3-Lutidine

583-61-9

5-BROMO-2,3-DIMETHYLPYRIDINE

27063-90-7

Step 1. Synthesis of 5-bromo-2,3-dimethylpyridine In a round-bottomed flask fitted with a water-cooled reflux condenser and a calcium chloride drying tube, 2,3-dimethylpyridine (6.79 mL, 60 mmol) was dissolved in fuming sulfuric acid (80 mL) and the reaction temperature was maintained at 150°C. The reaction temperature was kept at 150°C. Bromine (3.1 mL, 60 mmol) was added slowly and dropwise over a period of 2 hours. The reaction mixture took on a deep red color and after continued stirring for 16 hours, it was cooled to room temperature and allowed to stand overnight. The reaction mixture was carefully poured into about 400 g of ice and adjusted to pH 12 with base under cooling in an ice bath.The aqueous phase was extracted with ether and the organic phases were combined, washed with brine and dried over anhydrous magnesium sulfate. The solvent was removed by concentration under reduced pressure and the residue was purified by silica gel column chromatography (50 g silica gel, eluent 2-20% ethyl acetate in hexane solution) to give 2,3-dimethyl-5-bromopyridine (8.3 g) as a colorless oil.

References[1] Patent: US2014/194386, 2014, A1. Location in patent: Paragraph 0520
5-Bromo-2,3-dimethylpyridine Preparation Products And Raw materials
Raw materials2,3-Lutidine
Preparation Products5H-Pyrrolo[3,4-b]pyridine, 3-bromo-6,7-dihydro-6-(triphenylmethyl)-
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