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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1924271Generated: October 31, 2026

Trifluoroacetic acid → 6-Chloro-2-cyclopropylimidazo[1,2-b]pyridazine-3-carbaldehyde

https://huagongshe.com/reaction/1924271

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant6-Chloro-2-cyclopropylimidazo[1,2-b]pyridazineHCID 53629171—
Product6-Chloro-2-cyclopropylimidazo[1,2-b]pyridazine-3-carbaldehydeHCID 5774305045%

Reaction Steps

6-chloro-2-cyclopropylimidazo[1,2-b]pyridazine x105 (1.88 g, 9.71 mmol) and hexamethyltetramine (HMTE, 13.61 g, 97.09 mmol, 10 eq) in trifluoroacetic acid (75 ml) are heated at 60° C. during 6 days. After cooling and solvent evaporation under reduced pressure, the crude product is dissolved in dichloromethane (150 ml). The organic layer is washed with water (150 ml) and the resulting aqueous layer is extracted with dichloromethane (150 ml). The cumulated organic layers are dried over MgSO4, filtered and the solvent is removed by evaporation under reduced pressure. The resulting crude compound is purified by preparative chromatography (benzine/AcOEt:80/20) affording 0.82 g of 6-chloro-2-cyclopropylimidazo[1,2-b]pyridazine-3-carbaldehyde x110.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178533B2
Source datasetuspto-grants-2012_05
ORD IDord-a4453eccd2bb421e9ecd10d0ea870499
Source noteuspto-grants-2012_05