Basic information Safety Supplier Related

2-BROMO-4-PYRIDINE ACETIC ACID

Basic information Safety Supplier Related

2-BROMO-4-PYRIDINE ACETIC ACID Basic information

Product Name:
2-BROMO-4-PYRIDINE ACETIC ACID
Synonyms:
  • 2-Bromopyridine-4-acetic acid
  • 2-BROMO-4-PYRIDINE ACETIC ACID
  • 4-Pyridineacetic acid, 2-bromo-
  • 2-(2-bromo-4-pyridyl)acetic acid
CAS:
183483-29-6
MF:
C7H6BrNO2
MW:
216.03
Mol File:
183483-29-6.mol
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2-BROMO-4-PYRIDINE ACETIC ACID Chemical Properties

Melting point:
145-150°C
Boiling point:
374.1±27.0 °C(Predicted)
Density 
1.710±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
form 
solid
pka
3.66±0.10(Predicted)
Appearance
Off-white to brown Solid
InChI
InChI=1S/C7H6BrNO2/c8-6-3-5(1-2-9-6)4-7(10)11/h1-3H,4H2,(H,10,11)
InChIKey
SJFRXYCVLZOAEU-UHFFFAOYSA-N
SMILES
C1(Br)=NC=CC(CC(O)=O)=C1
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22
WGK Germany 
3
HS Code 
2933399990
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2-BROMO-4-PYRIDINE ACETIC ACID Usage And Synthesis

Synthesis

1256337-24-2

183483-29-6

General procedure for the synthesis of 2-(2-bromopyridin-4-yl)acetic acid from ethyl 2-(2-bromopyridin-4-yl)acetate: to a mixture of THF (5 mL), MeOH (10 mL) and water (5 mL) containing ethyl 2-(2-bromopyridin-4-yl)acetate (1.00 g, 4.10 mmol) was added lithium hydroxide (294 mg, 12.3 mmol). The reaction mixture was stirred at 20 °C for 10 min. Upon completion of the reaction, THF and MeOH were removed by vacuum concentration and the residue was diluted with 10 mL of water. Subsequently, the aqueous phase was acidified with 2N HCl solution to pH = 2. The mixture was filtered, the filter cake was collected and dried under vacuum to afford the target product 2-(2-bromopyridin-4-yl)acetic acid (850 mg, 90% yield) as a white solid.LCMS analysis resulted in (ES+) m/z (M+H)+ = 217.9 and retention time tR = 0.539 min.

References

[1] Patent: WO2018/106636, 2018, A1. Location in patent: Paragraph 00242

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