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3-Bromo-2-methoxypyridine

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3-Bromo-2-methoxypyridine Basic information
Product Name:3-Bromo-2-methoxypyridine
Synonyms:3-BROMO-2-METHOXYPYRIDINE;3-BROWN-2-METHOXYPYRIDINE;2-METHOXY-3-BROMOPYRIDINE;3-BROMO-2-METHOXYPYRIDINE ,98%;Pyridine, 3-bromo-2-methoxy-;3-BroMo-2-Methoxypyridine, 95+%;3-Bromo-2-methoxypyridine >;3-Bromo-2-methoxypyridine ISO 9001:2015 REACH
CAS:13472-59-8
MF:C6H6BrNO
MW:188.02
EINECS:624-026-2
Product Categories:Heterocycle-Pyridine series;Pyridine Series;Boronic Acid;C6Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;blocks;Bromides;Pyridines;Pyridine
Mol File:13472-59-8.mol
3-Bromo-2-methoxypyridine Structure
3-Bromo-2-methoxypyridine Chemical Properties
Boiling point 87 °C(Press: 16 Torr)
density 1.5856 g/mL at 25 °C
refractive index 1.566
Fp 93 °C
storage temp. Keep in dark place,Inert atmosphere,2-8°C
pka1.04±0.10(Predicted)
form clear liquid
color Colorless to Light yellow
Water Solubility Not miscible or difficult to mix in water.
Sensitive Moisture Sensitive/Light Sensitive
InChI1S/C6H6BrNO/c1-9-6-5(7)3-2-4-8-6/h2-4H,1H3
InChIKeyPORGLLGXCAQORO-UHFFFAOYSA-N
SMILESCOc1ncccc1Br
CAS DataBase Reference13472-59-8(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 22-37/38-41
Safety Statements 26-36/37/39
WGK Germany 3
HS Code 29333990
Storage Class10 - Combustible liquids
Hazard ClassificationsAcute Tox. 4 Oral
Eye Dam. 1
Skin Irrit. 2
STOT SE 3
MSDS Information
3-Bromo-2-methoxypyridine Usage And Synthesis
UsesIt is employed in the facile synthesis of 2-unsubstituted benzofuran-3-carboxylates using diazo(trimethylsilyl)methyl magnesium bromide.
Synthesis
3-Bromo-2-chloropyridine

52200-48-3

Sodium Methoxide

124-41-4

3-Bromo-2-methoxypyridine

13472-59-8

A) 3-bromo-2-chloropyridine (4.76 g) was dissolved in N,N-dimethylformamide (DMF, 30 mL) under argon protection. Subsequently, a methanolic solution of 28% sodium methanol (5.73 g) was added to this solution. The reaction mixture was stirred at 80°C for 30 minutes. After completion of the reaction, the mixture was cooled to room temperature and the reaction was quenched by the addition of water. The reaction mixture was extracted with ethyl acetate and the organic phases were combined. The organic phase was washed sequentially with water and saturated sodium chloride solution and dried over anhydrous magnesium sulfate. The solvent was removed by concentration under reduced pressure to give the crude product 3-bromo-2-methoxypyridine (4.43 g) as a light yellow oil.

References[1] Patent: EP2816023, 2014, A1. Location in patent: Paragraph 0393; 0394
3-Bromo-2-methoxypyridine Preparation Products And Raw materials
Raw materials3-Bromo-2-chloropyridine-->Sodium Methoxide
Tag:3-Bromo-2-methoxypyridine(13472-59-8) Related Product Information
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