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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 891434Generated: October 30, 2026

4-Bromobenzoic acid → N-[(3R)-1-azabicyclo[2.2.2]octan-3-yl]-4-bromobenzamide

https://huagongshe.com/reaction/891434

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Bromobenzoic acidHCID 11464—
Reactant(R)-(+)-3-Aminoquinuclidine DihydrochlorideHCID 12494972—
ProductN-[(3R)-1-azabicyclo[2.2.2]octan-3-yl]-4-bromobenzamideHCID 11461014—

Reaction Steps

Prepared by a method analogous to that described for the preparation of Intermediate 1 from (R)-1-azabicyclo[2.2.2]oct-3-ylamine dihydrochloride and 4-bromobenzoic acid; the compound was purified by chromatography on silica gel using ammoniated methanol/chloroform mixtures as the eluent. The compound was then dissolved in tetrahydrofuran, excess hydrogen chloride (1M solution in diethyl ether) was added, and the solution was evaporated and then recrystallised from methanol/t-butyl methyl ether to give the hydrochloride salt of the title compound as a colourless solid; MS (ES+) 309, 311 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07001914B2
Source datasetuspto-grants-2006_02
ORD IDord-c1c67c44cd424befa4fabc251d69e9fb
Source noteuspto-grants-2006_02