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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1987857Generated: October 27, 2026

Hydrochloric Acid → 2-(1-Azabicyclo[2.2.2]oct-3-yl)-N-(7-quinolinyl)acetamide hydrochloride

https://huagongshe.com/reaction/1987857

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDimethylformamideHCID 6228—
Reactant6-AminoquinolineHCID 11373—
ReactantCarbonate IonHCID 19660—
ReactantPentafluorophenyl (1-azabicyclo[2.2.2]oct-3-yl)acetate hydrochlorideHCID 86610796—
SolventAcetonitrileHCID 6342—
Product2-(1-Azabicyclo[2.2.2]oct-3-yl)-N-(7-quinolinyl)acetamide hydrochlorideHCID 17979831—

Reaction Steps

90.3 mg (0.24 mmol) of pentafluorophenyl (1-azabicyclo[2.2.2]oct-3-yl)acetate hydrochloride are dissolved in 1 ml of DMF, mixed with 51.6 mg (0.36 mmol) of 6-aminoquinoline and stirred at room temperature overnight. 1 g of MP-carbonate (polymer-bound carbonate, capacity: 2.5-3.5 mmol/g; from Argonaut Technologies, USA) is added. After 1 h, the polystyrene resin is filtered off and washed with THF. The combined filtrates are concentrated in vacuo, and the crude product is purified by preparative HPLC. The hydrochloride is prepared by mixing the product with a mixture of 1 M hydrochloric acid and acetonitrile and concentrating again. Drying under high vacuum results in 44 mg (50.2% of theory) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07553851B2
Source datasetuspto-grants-2009_06
ORD IDord-e8622653e7904d0e85c32e0be3885421
Source noteuspto-grants-2009_06