ChemicalBook > CAS DataBase List > 5-Bromo-3-methoxy-2-methylpyridine

5-Bromo-3-methoxy-2-methylpyridine

Product Name
5-Bromo-3-methoxy-2-methylpyridine
CAS No.
1150617-80-3
Chemical Name
5-Bromo-3-methoxy-2-methylpyridine
Synonyms
5-Bromo-3-methoxy-2-methylpyridine;Pyridine, 5-bromo-3-methoxy-2-methyl-
CBNumber
CB22500610
Molecular Formula
C7H8BrNO
Formula Weight
202.05
MOL File
1150617-80-3.mol
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5-Bromo-3-methoxy-2-methylpyridine Property

Boiling point:
219℃
Density 
1.452
Flash point:
86℃
storage temp. 
Inert atmosphere,Room Temperature
pka
3.67±0.10(Predicted)
form 
solid
color 
Beige
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Safety

HS Code 
2933399990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H315Causes skin irritation

H318Causes serious eye damage

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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N-Bromosuccinimide Price

TRC
Product number
B679218
Product name
5-Bromo-3-methoxy-2-methylpyridine
Packaging
100mg
Price
$155
Updated
2021/12/16
AK Scientific
Product number
2479AA
Product name
5-Bromo-3-methoxy-2-methylpyridine
Packaging
250mg
Price
$277
Updated
2021/12/16
AK Scientific
Product number
2479AA
Product name
5-Bromo-3-methoxy-2-methylpyridine
Packaging
1g
Price
$617
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0036408
Product name
5-BROMO-3-METHOXY-2-METHYLPYRIDINE
Purity
95.00%
Packaging
5G
Price
$909.56
Updated
2021/12/16
Ambeed
Product number
A419267
Product name
5-Bromo-3-methoxy-2-methylpyridine
Purity
97%
Packaging
100mg
Price
$50
Updated
2021/12/16
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5-Bromo-3-methoxy-2-methylpyridine Chemical Properties,Usage,Production

Synthesis

1142191-57-8

75-16-1

1150617-80-3

In Step 6-iv of Scheme 6, 2,5-dibromo-3-methoxypyridine (Compound 1020, 5 g, 18.73 mmol) was dissolved in anhydrous tetrahydrofuran (THF, 94 mL), followed by the addition of tetrakis(triphenylphosphine)palladium (Pd(PPh3)4, 2.16 g, 1.873 mmol). The reaction mixture was cooled in an ice bath and a 3:1 THF/toluene solution of methylmagnesium bromide (17.4 mL, 1.4 M, 24.35 mmol) was added slowly and dropwise. After removing the ice bath, the reaction mixture was heated to reflux. After stirring under reflux conditions for 1 hour, 3 mL of methylmagnesium bromide solution was added additionally. After continuing to stir at reflux for 20 minutes, 2 mL of methylmagnesium bromide solution was added again. The reaction mixture was continued to be stirred under reflux for 1 hour and subsequently cooled to room temperature. The organic layer was separated by adding ether and 1N hydrochloric acid (HCl) for quenching and washed with 1N HCl. The aqueous phase was extracted three times with ether. The aqueous phase was adjusted to alkaline with 2N sodium hydroxide (NaOH) and extracted three times with ethyl acetate. The ethyl acetate extracts were combined, dried with anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: 0-25% ethyl acetate/hexane) to afford 5-bromo-3-methoxy-2-methylpyridine (Compound 1021, 2.7 g, 71% yield): ESMS (M + H) 202, 204.5-Bromo-2-ethyl-3-methoxypyridine was prepared using a similar method: ESMS (M + H) 216, 218. 1H NMR (CDCl3) δ 8.2 (d, 1H), 7.2 (d, 1H), 3.8 (s, 3H), 2.8 (q, 2H), 1.2 (t, 3H).

References

[1] Patent: WO2010/96389, 2010, A1. Location in patent: Page/Page column 46; 48
[2] Patent: WO2010/135014, 2010, A1. Location in patent: Page/Page column 53-55

5-Bromo-3-methoxy-2-methylpyridine Preparation Products And Raw materials

Raw materials

Preparation Products

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1150617-80-3, 5-Bromo-3-methoxy-2-methylpyridineRelated Search:


  • 5-Bromo-3-methoxy-2-methylpyridine
  • Pyridine, 5-bromo-3-methoxy-2-methyl-
  • 1150617-80-3