2-Amino-6-chloroimidazo[1,2-b]pyridazine

2-Amino-6-chloroimidazo[1,2-b]pyridazine Property

Density 

1.71

storage temp. 

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

pka

7.03±0.30(Predicted)

Appearance

Light yellow to green yellow Solid

InChI

InChI=1S/C6H5ClN4/c7-4-1-2-6-9-5(8)3-11(6)10-4/h1-3H,8H2

InChIKey

VEHNVCGISXDBIG-UHFFFAOYSA-N

SMILES

C12=NC(N)=CN1N=C(Cl)C=C2

Safety

HS Code 

2933998090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

warning

Hazard statements

H302Harmful if swallowed

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.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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).

P330Rinse mouth.

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..…

2-Amino-6-chloroimidazo[1,2-b]pyridazine Chemical Properties,Usage,Production

Synthesis

Step E. N-(6-chloroimidazo[1,2-b]pyridazin-2-yl)-2,2,2-trifluoroacetamide (80 mg, 0.30 mmol) was dissolved in a mixed solvent of THF, methanol, and water (1 mL each), and anhydrous potassium carbonate (400 mg, 3 mmol) was added. The reaction mixture was heated to reflux for 8 hours. After completion of the reaction, it was cooled to room temperature and diluted with ethyl acetate and water. The organic and aqueous phases were separated, and the organic layer was washed with saturated saline (2 x 5 mL), dried over anhydrous sodium sulfate, and concentrated under reduced pressure to afford 2-amino-6-chloroimidazo[1,2-b]pyridazine (45 mg, 90% yield). The product was characterized by 1H NMR (DMSO-d6, 300 MHz): δ 5.65 (s, 2H), 7.02 (d, 1H), 7.7 (d, 1H).

References

[1] Patent: US2009/163489, 2009, A1. Location in patent: Page/Page column 20
[2] Patent: WO2010/100144, 2010, A1. Location in patent: Page/Page column 163-164