IMIDAZO[1,2-B]PYRIDAZINE, 6-CHLORO-2-METHYL- Chemical Properties

Density 

1.43

storage temp. 

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

pka

4.70±0.30(Predicted)

Appearance

White to off-white Solid

Safety Information

HS Code 

2933998090

IMIDAZO[1,2-B]PYRIDAZINE, 6-CHLORO-2-METHYL- Usage And Synthesis

Synthesis

The general procedure for the synthesis of 6-chloro-2-methylimidazo[1,2-b]pyridazine from 3-amino-6-chloropyridazine and chloroacetone is as follows: to a solution of ethanol (15 mL) containing 6-chloropyridazin-3-amine (2.35 g, 18.1 mmol, 1.0 equiv.) was added sequentially 1-chloro-2-propanone (2.92 mL, 36.3 mmol, 2.0 equiv.) and triethylamine (2.53 mL, 18.1 mmol, 1.0 equiv). The reaction mixture was heated at 150 °C for 30 min and quenched with water upon completion of the reaction. The crude product was purified by column chromatography using a hexane solution of 30% ethyl acetate as eluent, resulting in 2.43 g of brown solid product in 80% yield.

References

[1] Patent: US2014/256733, 2014, A1. Location in patent: Paragraph 0266-0268
[2] Journal of Heterocyclic Chemistry, 1993, vol. 30, # 5, p. 1365 - 1372
[3] Patent: WO2016/97347, 2016, A1. Location in patent: Page/Page column 113
[4] Organic Process Research and Development, 2013, vol. 17, # 2, p. 273 - 281
[5] Patent: WO2009/60197, 2009, A1. Location in patent: Page/Page column 103

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