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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 891441Generated: October 30, 2026

Ethanol → HCID 11483333, compound

https://huagongshe.com/reaction/891441

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantCesium carbonateHCID 10796—
ReactantPhenylboronic AcidHCID 66827—
ReactantHCID 68962369HCID 68962369—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 11483333HCID 1148333371.3%

Reaction Steps

(R)-N-(1-Azabicyclo[2.2.2]oct-3-yl)(5-bromofuran-2-carboxamide) hydrochloride (100 mg), phenylboronic acid (45 mg), tetrakis(triphenylphosphine)palladium(0) (20 mg), cesium carbonate (547 mg), in a mixture of 1,2-dimethoxyethane (6 mL), ethanol (1.5 mL) and water (1 mL) were stirred under reflux under a nitrogen atmosphere for 17 h. The solution was evaporated and the residue was dissolved in chloroform. The solution was washed with aqueous sodium carbonate and the organic layer was then dried (Mg2SO4), filtered, and evaporated. HPLC purification using a gradient of 1:1 ammoniated methanol in chloroform, and chloroform gave the title compound as a colourless solid (63 mg); MS (ES+) 297 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07001914B2
Source datasetuspto-grants-2006_02
ORD IDord-79811ca12ae64a86836de399c1407995
Source noteuspto-grants-2006_02