2-Amino-4-bromopyridine Chemical Properties

Melting point:

142-146 °C

Boiling point:

268.2±20.0 °C(Predicted)

Density 

1.710±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly), Methanol (Slightly)

pka

5.72±0.11(Predicted)

form 

Solid

color 

Off-White to Beige

InChI

InChI=1S/C5H5BrN2/c6-4-1-2-8-5(7)3-4/h1-3H,(H2,7,8)

InChIKey

BAQKUNMKVAPWGU-UHFFFAOYSA-N

SMILES

C1(N)=NC=CC(Br)=C1

CAS DataBase Reference

84249-14-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-36-22

Safety Statements 

26-36

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29333990

2-Amino-4-bromopyridine Usage And Synthesis

Chemical Properties

Off-White to Beige Solid

Uses

2-Amino-4-bromopyridine is a biochemical reagent that can be used as a biological material or organic compound for life science related research.

Synthesis

General procedure for the synthesis of 2-amino-4-bromopyridine from 2-Boc amine-4-bromopyridine: 2-Boc amine-4-bromopyridine (200 mg, 0.73 mmol) was suspended in water (1 mL) and hydrobromic acid (1 mL, 48 wt% aqueous solution) was added. The reaction mixture was stirred at room temperature for 16 h before being poured into aqueous sodium bicarbonate (25 mL) and extracted with ethyl acetate (3 x 25 mL). The organic phases were combined, dried over magnesium sulfate and concentrated under reduced pressure. The crude product was purified by column chromatography (pure ethyl acetate as eluent) to give 2-amino-4-bromopyridine. Yield: 73 mg (58%). LC/MS retention time: 0.69 min. m/z by mass spectrometry (electrospray positive ion mode): 175, 173 [M+H]+.

References

[1] Patent: WO2008/57497, 2008, A2. Location in patent: Page/Page column 301
[2] Patent: WO2007/89669, 2007, A2. Location in patent: Page/Page column 212-213
[3] Patent: WO2008/57469, 2008, A1. Location in patent: Page/Page column 301
[4] Patent: WO2008/57468, 2008, A1. Location in patent: Page/Page column 301
[5] Australian Journal of Chemistry, 1982, vol. 35, # 10, p. 2025 - 2034

2-Amino-4-bromopyridine(84249-14-9)Related Product Information

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