3-BROMO-8-CHLOROIMIDAZO[1,2-A]PYRAZINE

3-BROMO-8-CHLOROIMIDAZO[1,2-A]PYRAZINE Property

Density 

2.03±0.1 g/cm3(Predicted)

storage temp. 

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

pka

-1.45±0.30(Predicted)

Appearance

Off-white to light brown Solid

InChI

InChI=1S/C6H3BrClN3/c7-4-3-10-6-5(8)9-1-2-11(4)6/h1-3H

InChIKey

MCEGPQSPRNOFMG-UHFFFAOYSA-N

SMILES

C12=NC=C(Br)N1C=CN=C2Cl

Safety

HS Code 

2933998090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

3-BROMO-8-CHLOROIMIDAZO[1,2-A]PYRAZINE Chemical Properties,Usage,Production

Physical Form

Solid

Synthesis

General procedure for the synthesis of 3-bromo-8-chloroimidazo[1,2-a]pyrazine from 8-chloroimidazo[1,2-a]pyrazine: N-bromosuccinimide (1.78 g, 10 mmol) was added to a solution of 8-chloroimidazo[1,2-a]pyrazine (1.53 g, 10 mmol) in dichloromethane (30 mL), and the reaction was stirred for 2 hours at room temperature. After the reaction was completed, the reaction mixture was washed with saturated aqueous sodium carbonate solution (2×20 mL), dried with anhydrous magnesium sulfate, filtered, and the filtrate was concentrated under reduced pressure to give 3-bromo-8-chloroimidazo[1,2-a]pyrazine (2.11 g, 96% yield).

References

[1] Patent: WO2009/24585, 2009, A2. Location in patent: Page/Page column 46
[2] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 6, p. 1582 - 1585
[3] European Journal of Medicinal Chemistry, 2016, vol. 108, p. 623 - 643
[4] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 17, p. 5170 - 5174
[5] Patent: WO2012/80229, 2012, A1. Location in patent: Page/Page column 40