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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1726343Generated: November 2, 2026

Ethanol → N-[(3R)-1-Azabicyclo[2.2.2]octan-3-yl][1,1'-biphenyl]-3-carboxamide

https://huagongshe.com/reaction/1726343

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
ReactantHCID 23599468HCID 23599468—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductN-[(3R)-1-Azabicyclo[2.2.2]octan-3-yl][1,1'-biphenyl]-3-carboxamideHCID 23599470—

Reaction Steps

Prepared by a method analogous to that described in Example 1 from (R)-1-azabicyclo[2.2.2]oct-3-yl)(3-bromobenzamide) and phenylboronic acid, using tetrakis(triphenylphosphine)palladium(0) and sodium carbonate in a mixture of tetrahydrofuran, ethanol, and water. The compound was purified by flash chromatography on silica gel and eluted with 3%-10% 3.5N methanolic ammonia/chloroform mixtures. Evaporation of solvent gave the title compound as a colourless solid; MS (ES+) 307 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07491734B2
Source datasetuspto-grants-2009_02
ORD IDord-84d4ce4647ac41528619217c77fe624d
Source noteuspto-grants-2009_02