3-Bromo-4-chloropyridine Chemical Properties

Melting point:

17.5-18.5 °C

Boiling point:

115 °C(Press: 20 Torr)

Density 

1.19

refractive index 

1.453

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

form 

Liquid After Melting

pka

1.74±0.10(Predicted)

color 

Clear colorless to yellow

InChI

InChI=1S/C5H3BrClN/c6-4-3-8-2-1-5(4)7/h1-3H

InChIKey

QADXKWUCCGPQNR-UHFFFAOYSA-N

SMILES

C1=NC=CC(Cl)=C1Br

CAS DataBase Reference

36953-42-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,Xi,T

Risk Statements 

36/37/38-20/22-41-37/38-25

Safety Statements 

36/37/39-26-22-45-39

HazardClass 

IRRITANT

HS Code 

29333990

MSDS

• Language:English Provider:ACROS

3-Bromo-4-chloropyridine Usage And Synthesis

Chemical Properties

Light yellow needles

Uses

3-Bromo-4-chloropyridine can be used as a bulk drug intermediate in pharmaceutical synthesis.

Synthesis

Example 543A Synthesis of 3-bromo-4-chlorofuro[3,2-c]pyridine: 4-Chlorofuro[3,2-c]pyridine (commercially available, 10.60 g, 69 mmol) was dissolved in carbon tetrachloride (135 mL) and cooled to -15°C. Bromine (12.13 g, 80 mmol) was added dropwise over 15 min. The reaction mixture was stirred at room temperature for 18 hours. Upon completion of the reaction, the solvent was removed under vacuum. The residue was dissolved in methanol (250 mL), 20% aqueous sodium hydroxide solution (35 mL) was added and stirring was continued for 1 hour at room temperature. Subsequently, methanol was removed under vacuum and the residue was partitioned between water (100 mL) and dichloromethane (50 mL). The organic layers were combined, dried over anhydrous magnesium sulfate, and the solvent was removed in vacuo to afford 3-bromo-4-chlorofuro[3,2-c]pyridine 15.45 g (96% yield) as a solid. Mass spectrum (ESI(+)) m/e 232,234 (M + H)+.

References

[1] Patent: US2005/26944, 2005, A1

3-Bromo-4-chloropyridine(36953-42-1)Related Product Information

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• 5-BROMO-2-CHLOROPYRIDIN-3-YLBORONIC ACID
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• METHYL 5-BROMO-2-CHLOROPYRIDINE-3-CARBOXYLATE
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