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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2426509Generated: November 3, 2026

Ethyl Acetate → 2-(3-Methoxy-6-pyridin-4-yl-pyridazin-4-yl)-3-vinyl-1H-indole

https://huagongshe.com/reaction/2426509

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantTributylvinyltinHCID 81998—
ReactantPotassium FluorideHCID 522689—
Reactant3-Iodo-2-(3-methoxy-6-pyridin-4-yl-pyridazin-4-yl)-1H-indoleHCID 23102914—
CatalystTetraethylammonium ChlorideHCID 5946—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
Product2-(3-Methoxy-6-pyridin-4-yl-pyridazin-4-yl)-3-vinyl-1H-indoleHCID 23092509—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 430 mg 3-Iodo-2-(3-methoxy-6-pyridin-4-yl-pyridazin-4-yl)-1H-indole, 490 mg tributyl(vinyl)tin, 165 mg tetraethylammonium-chloride and 35 mg bis(triphenylphosphine)palladium(II) chloride in DMF is stirred at 80° C. for 40 min. After cooling to room temperature, 15 ml aqueous potassium fluoride solution (30%) are added, and the mixture is stirred for 30 min at room temperature before extraction with EtOAc. The organic layer is dried over MgSO4 and the solvent evaporated prior to purification of the crude product by preparative RP-HPLC eluting with a gradient of 0-100% acetonitrile in water (+0.01% HCOOH).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968546B2
Source datasetuspto-grants-2011_06
ORD IDord-588759377a8144e5841b6c08d614c2ea
Source noteuspto-grants-2011_06