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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2240318Generated: October 31, 2026

2-bromo-N-(isoxazol-3-yl)acetamide → (R)-3-[2-Hydroxy-2,2-bis-(3-methoxy-phenyl)-acetoxy]-1-(isoxazol-3-ylcarbamoylmethyl)-1-azonia-bicyclo[2.2.2]octane bromide

https://huagongshe.com/reaction/2240318

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-bromo-N-(isoxazol-3-yl)acetamideHCID 13362919—
ReactantHydroxy-bis-(3-methoxy-phenyl)-acetic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)esterHCID 86627867—
SolventAcetonitrileHCID 6342—
Product(R)-3-[2-Hydroxy-2,2-bis-(3-methoxy-phenyl)-acetoxy]-1-(isoxazol-3-ylcarbamoylmethyl)-1-azonia-bicyclo[2.2.2]octane bromideHCID 11628629—

Reaction Steps

To a stirred solution of hydroxy-bis-(3-methoxy-phenyl)-acetic acid (R)-(1-aza-bicyclo[2.2.2]-oct-3-yl) ester (Intermediate K) (0.25 g, 0.63 mmol) in acetonitrile (10 ml) is added 2-bromo-N-isoxazol-3-yl-acetamide (0.15 g, 0.73 mmol) and the reaction mixture stirred at room temperature for 3 hours. The resulting precipitate is removed by filtration and the mother liquor is left at room temperature for 72 hours to crystallise. The crystals are filtered and dried in vacuo to yield the titled compound as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07723356B2
Source datasetuspto-grants-2010_05
ORD IDord-3967cfcc46dc4ad3ba96f0c466c8bef7
Source noteuspto-grants-2010_05