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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1425758Generated: November 2, 2026

Cesium carbonate → 2-{2-[4-(1-Hydroxy-ethyl)-2-methyl-phenyl]-2-oxo-ethyl}-5-(5-methoxy-pyridin-2-ylmethoxy)-2H-pyridazin-3-one

https://huagongshe.com/reaction/1425758

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantCarbonyl bromideHCID 79057—
Reactant5-(5-Methoxy-pyridin-2-ylmethoxy)-2H-pyridazin-3-oneHCID 86695554—
Reactant2-Bromo-1-[4-(1-hydroxy-ethyl)-2-methyl-phenyl]ethanoneHCID 86695558—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product2-{2-[4-(1-Hydroxy-ethyl)-2-methyl-phenyl]-2-oxo-ethyl}-5-(5-methoxy-pyridin-2-ylmethoxy)-2H-pyridazin-3-oneHCID 86695559—

Reaction Steps

To a solution of 5-(5-methoxy-pyridin-2-ylmethoxy)-2H-pyridazin-3-one (preparation 9b, 2.00 g, 8.58 mmol) in DMSO (20 mL) is added cesium carbonate (5.59 g, 17.2 mmol) and the mixture is stirred 10 min at room temperature. Then 2-bromo-1-[4-(1-hydroxy-ethyl)-2-methyl-phenyl]-ethanone (preparation 10b, 2.21 g, 8.58 mmol) is added in portions and the mixture is stirred overnight at room temperature. An additional 0.5 g of the bromoketone is added and the mixture is stirred for 3 h at room temperature. After addition of water, the reaction mixture is extracted with ethyl acetate. The combined organic layer is dried over MgSO4 and evaporated under reduced pressure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08933079B2
Source datasetuspto-grants-2015_01
ORD IDord-b678d557e671473ca6346aa6898a6262
Source noteuspto-grants-2015_01