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2-Bromo-6-methoxypyridine

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CAS:40473-07-2
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CAS:40473-07-2
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Products Intro: Product Name:2-Bromo-6-methoxy-pyridine
CAS:40473-07-2
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Products Intro: Product Name:2-Bromo-6-methoxypyridine
CAS:40473-07-2

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  • 2-Bromo-6-methoxypyridine
  • 	2-Bromo-6-methoxypyridine pictures
  • $5.00 / 1KG
  • 2025-09-25
  • CAS:40473-07-2
  • Min. Order: 1KG
  • Purity: 98%
  • Supply Ability: g-kg-tons, free sample is available
2-Bromo-6-methoxypyridine Basic information
Product Name:2-Bromo-6-methoxypyridine
Synonyms:2-Bromo-6-methoxypyridine ,98%;2-Bromo-6-methoxy-pyridine ,97%;2-Bromo-6-methoxypyrimidine ,98%;6-BroMo-2-Methoxypyridine;Pyridine, 2-broMo-6-Methoxy-;2-Methoxy-6-broMopyridine;NSC 84173;2-Bromo-6-(methyloxy)pyridine
CAS:40473-07-2
MF:C6H6BrNO
MW:188.02
EINECS:628-883-3
Product Categories:C6Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Heterocycle-Pyridine series;alkyl bromide;blocks;Bromides;Pyridines;Heterocyclic Series;Halides;Pyridine;compounds of pyridine
Mol File:40473-07-2.mol
2-Bromo-6-methoxypyridine Structure
2-Bromo-6-methoxypyridine Chemical Properties
Boiling point 206 °C (lit.)
density 1.53 g/mL at 25 °C (lit.)
refractive index n20/D 1.559(lit.)
Fp 220 °F
storage temp. Inert atmosphere,Room Temperature
pka-1.04±0.10(Predicted)
form Liquid
color Clear colorless to golden
InChIInChI=1S/C6H6BrNO/c1-9-6-4-2-3-5(7)8-6/h2-4H,1H3
InChIKeyKMODISUYWZPVGV-UHFFFAOYSA-N
SMILESC1(Br)=NC(OC)=CC=C1
CAS DataBase Reference40473-07-2(CAS DataBase Reference)
Safety Information
Hazard Codes Xi,T,Xn
Risk Statements 36/37/38-20/21/22
Safety Statements 26-36
WGK Germany 3
HazardClass IRRITANT
HS Code 29333990
Storage Class10 - Combustible liquids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
SigmaAldrich English
2-Bromo-6-methoxypyridine Usage And Synthesis
Chemical PropertiesLight yellow liquid
UsesThe commercial 2-Bromo-6-methoxypyridine could be used as a starting material to synthesize cyclopenta[b]pyridin-2,5-dione. The overall route consists of a first sequence of regioselective ortho lithiation and methoxycarbonylation followed by Heck vinylation, alkene reduction, cyclization, and decarboxylation[1].
Synthesis
2,6-Dibromopyridine

626-05-1

Sodium Methoxide

124-41-4

2-Bromo-6-methoxypyridine

40473-07-2

Under argon protection, sodium methanol (1.82 g) was slowly added to a solution of toluene (120 mL) containing 2,6-dibromopyridine (8.0 g), followed by continuous stirring at 120 °C for 13 hours. During the reaction, sodium methanol (0.728 g) was added supplementally and stirring was continued at the same temperature for 6 hours. Upon completion of the reaction, the mixture was naturally cooled to room temperature. The reaction mixture was transferred to a dispensing funnel and partitioned by adding water and ethyl acetate. The organic layer was separated, dried with anhydrous sodium sulfate, filtered and the solvent was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate gradient) to afford 2-bromo-6-methoxypyridine as an oil (5.64 g, 89% yield). The structure of the product was confirmed by 1H-NMR (400 MHz, CDCl3): δ 3.93 (3H, s, OCH3), 6.68 (1H, d, J = 8.0 Hz, Ar-H), 7.05 (1H, d, J = 7.2 Hz, Ar-H), 7.39-7.42 (1H, m, Ar-H).

References[1] Robert, Nicolas , et al. "A convenient synthesis of cyclopenta[b]pyridin-2,5-dione as a non- glycosidic cardiotonic agent." ARKIVOC 2008.7(2008):92-100.
Tag:2-Bromo-6-methoxypyridine(40473-07-2) Related Product Information
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