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4-Bromo-2-methoxypyridine

Product Name
4-Bromo-2-methoxypyridine
CAS No.
100367-39-3
Chemical Name
4-Bromo-2-methoxypyridine
Synonyms
4-BROMO-2-METHOXYPYRIDINE;2-Methoxy-4-broMoquinoline;Pyridine,4-bromo-2-methoxy-;4-Bromo-2-Methoxypyridine(WX637041);4-Bromo-2-methoxypyridine ISO 9001:2015 REACH
CBNumber
CB5371404
Molecular Formula
C6H6BrNO
Formula Weight
188.02
MOL File
100367-39-3.mol
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4-Bromo-2-methoxypyridine Property

Melting point:
25-26℃
Boiling point:
87℃/15mm
Density 
1.530±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
pka
3.76±0.10(Predicted)
form 
Low Melting Solid
color 
Off-white to pale yellow
Water Solubility 
Slightly soluble in water.
InChI
InChI=1S/C6H6BrNO/c1-9-6-4-5(7)2-3-8-6/h2-4H,1H3
InChIKey
YFTGMMXMLPTTAY-UHFFFAOYSA-N
SMILES
C1(OC)=NC=CC(Br)=C1
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Safety

Hazard Codes 
Xi
Safety Statements 
24/25
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

TRC
Product number
B696885
Product name
4-Bromo-2-methoxypyridine
Packaging
250mg
Price
$55
Updated
2021/12/16
TRC
Product number
B696885
Product name
4-Bromo-2-methoxypyridine
Packaging
1g
Price
$75
Updated
2021/12/16
Apolloscientific
Product number
OR11605
Product name
4-Bromo-2-methoxypyridine
Packaging
1g
Price
$17
Updated
2021/12/16
SynQuest Laboratories
Product number
4H07-9-Y0
Product name
4-Bromo-2-methoxypyridine
Packaging
1g
Price
$20
Updated
2021/12/16
Frontier Specialty Chemicals
Product number
CAPOB12345
Product name
4-Bromo-2-methoxypyridine
Purity
95%
Packaging
1g
Price
$23
Updated
2021/12/16
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4-Bromo-2-methoxypyridine Chemical Properties,Usage,Production

Uses

4-Bromo-2-methoxypyridine used in the synhesis of Imidazo [1, 2-a] pyrimidines. Suzuki coupling between 4-methoxyphenylboronic acid and 4-bromo-2-methoxypyridine affords 1, 5-disubstituted pyridones. Starting material used in a synthesis of crown-ester-bipyridines and viologens via sodium or nickel reductive coupling, side chain oxidation and esterification.

Synthesis

128071-98-7

124-41-4

100367-39-3

A non-homogeneous reaction mixture formed by 4-bromo-2-fluoropyridine (2.64 mL, 25.6 mmol) and sodium methanolate (8.29 g, 153 mmol) in methanol (36.5 mL) was placed in a pressure tube and reacted for 5 hours at 155°C. Upon completion of the reaction, the mixture was cooled to room temperature, filtered to remove the solid insoluble material and the solids were washed with ethyl acetate. The filtrate was concentrated to give a light yellow oil containing a small amount of white solid. The yellow oily material was decanted, diluted with water and the aqueous phase was extracted with ethyl acetate (2×). The organic layers were combined, washed sequentially with water and saturated saline, dried over anhydrous magnesium sulfate, filtered and concentrated to afford the target product 4-bromo-2-methoxypyridine (4.43 g, 21.20 mmol, 83% yield) as a yellow oil.LC-MS analysis: the calculated value of C6H6BrNO was 188.02, and the measured values of [M + H]+ were 187.9, 189.9. 1H NMR was used as the analyte. 189.9. 1H NMR (400 MHz, CDCl3) δ 7.98 (d, J = 5.5 Hz, 1H), 7.02 (dd, J = 5.5, 1.5 Hz, 1H), 6.94 (d, J = 1.8 Hz, 1H), 3.92 (s, 3H).

References

[1] Patent: WO2015/171722, 2015, A1. Location in patent: Page/Page column 67

4-Bromo-2-methoxypyridine Preparation Products And Raw materials

Raw materials

Preparation Products

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4-Bromo-2-methoxypyridine Suppliers

Carbosynth
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View Lastest Price from 4-Bromo-2-methoxypyridine manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
4-Bromo-2-methoxypyridine 100367-39-3
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-10-14
Henan Fengda Chemical Co., Ltd
Product
4-Bromo-2-methoxypyridine 100367-39-3
Price
US $200.00-1.00/KG
Min. Order
1KG
Purity
99%, 99.5% Sublimated
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-30
Dideu Industries Group Limited
Product
4-Bromo-2-methoxypyridine 100367-39-3
Price
US $1.10/g
Min. Order
1g
Purity
99.00%
Supply Ability
100 Tons Min
Release date
2021-10-25