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Methyl 5-bromo-2-chloropyridine-3-carboxylate

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Methyl 5-bromo-2-chloropyridine-3-carboxylate Basic information

Product Name:
Methyl 5-bromo-2-chloropyridine-3-carboxylate
Synonyms:
  • METHYL 5-BROMO-2-CHLORONICOTINATE
  • METHYL 5-BROMO-2-CHLOROPYRIDINE-3-CARBOXYLATE
  • methyl 2-chloro-5-bromonicotinate
  • Methyl 5-broMo-2-chloronicotinate, 95+%
  • 5-Bromo-2-chloropyridine-3-carboxylic acid methyl ester
  • Methyl 5-bromo-2-chloropyridine-3-carboxlate
  • Methyl 5-bromo-2-chloronicotinate 98%
  • methyl 5-bromo-2-chloro-3-pyridinecarboxylate
CAS:
78686-79-0
MF:
C7H5BrClNO2
MW:
250.48
Product Categories:
  • Esters
  • Pyridine
  • blocks
  • Bromides
  • Carboxes
  • Pyridines
Mol File:
78686-79-0.mol
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Methyl 5-bromo-2-chloropyridine-3-carboxylate Chemical Properties

Melting point:
50-52°C
Boiling point:
275.6±35.0 °C(Predicted)
Density 
1.684±0.06 g/cm3(Predicted)
Flash point:
>110 °C
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
soluble in Methanol
pka
-3.78±0.10(Predicted)
form 
Solid
color 
White to Light yellow to Light orange
Sensitive 
Light, Air & Moisture Sensitive
InChIKey
MOMQDEDQGJAKII-UHFFFAOYSA-N
CAS DataBase Reference
78686-79-0(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi,Xn
Risk Statements 
22
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
2933399990
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Methyl 5-bromo-2-chloropyridine-3-carboxylate Usage And Synthesis

Crystal data

The crystal structure data of Methyl 5-bromo-2-chloropyridine-3-carboxylate is shown below:

Synthesis

Methyl 5-bromo-2-chloropyridine-3-carboxylate is prepared by the reaction of 5-Bromo-2-chloronicotinic acid and Methanol. The specific synthesis steps are as follows:
To 0.5 L flask charged with 5-Bromo-2-chloronicotinic acid (25.0 g, 106.4 mmol) in MeOH (250 mL) was added H2SO4(5 mL). The mixture was heated to 60° C., stirred for 1.5 day. LC-MS indicated full conversion of starting material at this time. The reaction was cooled to RT and the volatile components removed in vacuo. The crude residue was dissolved in EtOAc (300 mL), quenched with sat. aqueous Na(HCO3)2(200 mL). The organic layer was separated, washed with brine, dried over MgSO4and concentrated to afford the compound, methyl-5-bromo-2-chloronicotinate, as a while solid (quantitative yield). LC-MS (M+H)=250.1.

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