5-Bromo-6-chloropyridin-3-amine Chemical Properties

Melting point:

120-122°C

Boiling point:

336.7±37.0 °C(Predicted)

Density 

1.834±0.06 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

form 

powder to crystal

pka

0.86±0.10(Predicted)

color 

Light yellow to Brown

InChI

InChI=1S/C5H4BrClN2/c6-4-1-3(8)2-9-5(4)7/h1-2H,8H2

InChIKey

ISKBXMMELYRESC-UHFFFAOYSA-N

SMILES

C1=NC(Cl)=C(Br)C=C1N

CAS DataBase Reference

130284-53-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,T

Risk Statements 

25-41

Safety Statements 

26-45

RIDADR 

UN 2811 6.1 / PGIII

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

2933399990

5-Bromo-6-chloropyridin-3-amine Usage And Synthesis

Synthesis

In a 250 mL round bottom flask, 3-bromo-2-chloro-5-nitropyridine (3 g, 12.63 mmol), ammonium chloride (1.35 g, 25.2 mmol) and zinc dust (8.79 g, 134 mmol) were suspended in MeOH (50 ml). The reaction mixture was heated for 2 hrs at 90 °C. The reaction was cooled to room temperature, filtered over celite, and concentrated in vacuo. The resulting solid was adsorbed onto silica and purified by silica gel chromatography (25-55percent EtO Ac/Heptane). 5-Bromo-6-chloropyridin-3-amine (1.85 g, 8.92 mmol, 70.6 per cent yield) was obtained as a yellow solid.

References

[1] Journal of Organic Chemistry, 2011, vol. 76, # 23, p. 9841 - 9844
[2] Synthesis, 1990, # 6, p. 499 - 501
[3] Patent: WO2012/66070, 2012, A1. Location in patent: Page/Page column 108

5-Bromo-6-chloropyridin-3-amine(130284-53-6)Related Product Information

• 3-Aminopyridine
• 4-Dimethylaminopyridine
• 2-Aminopyridine
• 2-Chloro-3-pyridinamine
• 3-Bromo-2-chloropyridine
• ALTRENOGEST
• 2,6-Diaminopyridine
• 6-Aminocaproic acid
• Glycine
• 5-bromo-6-chloropyridin-2-amine
• Tris(hydroxymethyl)aminomethane
• 2-Chloro-3-bromo-5-nitropyridine
• 1-(6-Chloro-5-bromo-3-pyridyl)piperazine
• Bromine
• 4-AMINO-3-BROMO-2-CHLOROPYRIDINE
• 2-Chloropyridine
• Difluorochloromethane
• 3-BROMO-2-CHLORO-5-NITRO-6-PICOLINE