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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 69302Generated: October 28, 2026

Ethyl Acetate → 3-{6-[6-(1-Methyl-1H-pyrazol-4-yl)-imidazo[1,2-b]pyridazin-3-ylmethyl]-imidazo[1,2-a]pyridin-3-yl}-benzonitrile

https://huagongshe.com/reaction/69302

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium CarbonateHCID 10340—
Reactant3-Cyanophenylboronic acidHCID 2734325—
ReactantHCID 57917273HCID 57917273—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
Product3-{6-[6-(1-Methyl-1H-pyrazol-4-yl)-imidazo[1,2-b]pyridazin-3-ylmethyl]-imidazo[1,2-a]pyridin-3-yl}-benzonitrileHCID 57917404—

Reaction Conditions

Temperature150 °C

Reaction Steps

3-(3-Bromo-imidazo[1,2-a]pyridin-6-ylmethyl)-6-(1-methyl-1H-pyrazol-4-yl)-imidazo[1,2-b]pyridazine (Example 296, 80 mg, 0.196 mmol) was dissolved in DME (0.653 mL) with 3-cyanophenylboronic acid (28.2 mg, 0.196 mmol), 2 M Na2CO3 solution (0.353 mL, 0.705 mmol) and tetrakis(triphenylphosphine)palladium (11.3 mg, 0.010 mmol). The RM was heated at 150° C. 5 min under microwave irradiations. It was taken up with EtOAc and washed with 10% Na2CO3 solution and brine. The precipitate from the aqueous layer was filtered off and dried to afford the title compound as a grey solid (tR 0.8 min (conditions 2), MH+=431).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822468B2
Source datasetuspto-grants-2014_09
ORD IDord-db28c7ff3749484faeef4530a43360f5
Source noteuspto-grants-2014_09