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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 588352Generated: October 28, 2026

Benzoyl chloride, 3-chloro- → (3R)-N-{4'-[(3-Chlorobenzoyl)amino]biphenyl-4-yl}quinuclidine-3-carboxamide hydrochloride

https://huagongshe.com/reaction/588352

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chloride, 3-chloro-HCID 69252—
Reactant(3R)-N-(4'-Aminobiphenyl-4-yl)quinuclidine-3-carboxamide dihydrochlorideHCID 67427707—
SolventPyridineHCID 1049—
Product(3R)-N-{4'-[(3-Chlorobenzoyl)amino]biphenyl-4-yl}quinuclidine-3-carboxamide hydrochlorideHCID 11317946—

Reaction Steps

A solution of 50 mg (0.13 mmol) of ((3R)—N-(4′-aminobiphenyl-4-yl)quinuclidine-3-carboxamide dihydrochloride (Example 7A) and 44.4 mg (0.25 mmol) of 3-chlorobenzoyl chloride in 1.0 ml of pyridine is stirred at room temperature for 3 h. The reaction mixture is concentrated in vacuo, and the residue is purified by preparative HPLC. The product fractions are concentrated, mixed with 3 ml of 1 N hydrochloric acid, again concentrated and dried under high vacuum. 62 mg (98.5% of theory) of the title compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09227964B2
Source datasetuspto-grants-2016_01
ORD IDord-9db4801a98c8432e90c6b90ed9ab535d
Source noteuspto-grants-2016_01