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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 407076Generated: October 29, 2026

Chloroacetaldehyde → Methyl 3-imidazo[1,2-b]pyridazin-7-ylbenzoate

https://huagongshe.com/reaction/407076

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetaldehydeHCID 33—
ReactantMethyl 3-(6-aminopyridazin-4-yl)benzoateHCID 67980189—
SolventWaterHCID 962—
SolventIsopropanolHCID 3776—
ProductMethyl 3-imidazo[1,2-b]pyridazin-7-ylbenzoateHCID 67980108—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of methyl 3-(6-aminopyridazin-4-yl)benzoate (0.20 g, 0.87 mmol) and chloroacetaldehyde in water (0.3 mL, 50%) in isopropyl alcohol (3.0 mL) was stirred at 100° C. for 4 h. The solvent was removed and the residue was dissolved in ethyl acetate, washed with saturated NaHCO3, water and brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by flash chromatography on a silica gel column with ethyl acetate in methylene chloride (0-30%) to afford the desired product (0.18 g). LCMS (M+H)+: m/z=254.1

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08754114B2
Source datasetuspto-grants-2014_06
ORD IDord-0232e37fabdc4918b0b3d55ffea65bb1
Source noteuspto-grants-2014_06