6-Bromo-imidazo[1,2-a]pyrimidine Chemical Properties

Melting point:

215-216°

Density 

1.89±0.1 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

powder to crystal

pka

3.80±0.30(Predicted)

color 

White to Orange to Green

Sensitive 

Moisture Sensitive

InChI

InChI=1S/C6H4BrN3/c7-5-3-9-6-8-1-2-10(6)4-5/h1-4H

InChIKey

BQMWMOQCMFLRQQ-UHFFFAOYSA-N

SMILES

C12=NC=CN1C=C(Br)C=N2

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22-36/37/38

Safety Statements 

26

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

2933599590

6-Bromo-imidazo[1,2-a]pyrimidine Usage And Synthesis

Synthesis

2-Amino-5-bromopyridine (3.0 g, 17.2 mmol) and bromoacetaldehyde diethyl acetal (3.2 mL, 20.7 mmol) were suspended in ethanol and 48% hydrobromic acid (1.7 mL) was added. The mixture was transferred to a sealed tube and reacted at 80 °C for 16 hours. Upon completion of the reaction, it was cooled to room temperature and the pH was adjusted to about 12 with 6N sodium hydroxide solution. the resulting precipitate was collected by filtration, washed sequentially with water and hexane, and dried to a constant weight to afford 6-bromoimidazo[1,2-A]pyrimidine 2.12 g (62% yield) as a white solid. Mass spectrum (electrospray ionization) m/e 199.7 [M + H]+.

References

[1] Patent: WO2008/14219, 2008, A2. Location in patent: Page/Page column 48

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