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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 899174Generated: October 29, 2026

(3R)-N-(4'-Nitrobiphenyl-4-yl)quinuclidine-3-carboxamide hydrochloride → (3R)-N-(4'-Aminobiphenyl-4-yl)quinuclidine-3-carboxamide dihydrochloride

https://huagongshe.com/reaction/899174

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(3R)-N-(4'-Nitrobiphenyl-4-yl)quinuclidine-3-carboxamide hydrochlorideHCID 67427704—
CatalystPalladiumHCID 23938—
SolventHydrochloric AcidHCID 313—
SolventMethanolHCID 887—
Product(3R)-N-(4'-Aminobiphenyl-4-yl)quinuclidine-3-carboxamide dihydrochlorideHCID 67427707—

Reaction Steps

A solution of 739 mg (2.10 mmol) of (3R)-N-(4′-nitrobiphenyl-4-yl)quinuclidine-3-carboxamide (Example 6A) in 10 ml of methanol and 5 ml of 2 N hydrochloric acid is hydrogenated under atmospheric pressure in the presence of 448 mg (0.21 mmol) of 5% palladium on carbon for 2 h. Filtration through kieselgur is followed by washing with methanol and concentration of the filtrate and drying under high vacuum. 755 mg (89.2% of theory) of the title compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07354930B2
Source datasetuspto-grants-2008_04
ORD IDord-04ff60f8e6774db49aa8265c816a9ead
Source noteuspto-grants-2008_04