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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2046690Generated: November 2, 2026

Water → HCID 59370524, compound

https://huagongshe.com/reaction/2046690

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantLithium CarbonateHCID 11125—
Reactant2-Chloro-4-fluorobenzonitrileHCID 109000—
ReactantQUINOLINE, DECAHYDRO-, CIS-HCID 6994355—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 59370524HCID 5937052468%

Reaction Steps

A solution (2 mL) of cis-decahydroquinoline (447 mg), 2-chloro-4-fluorobenzonitrile (500 mg) and lithium carbonate (237 mg) in dimethyl sulfoxide was reacted at 140° C. for 10 min in a microwave reaction apparatus. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (developing solvent: hexane:ethyl acetate=9:1→1:1) to give the title compound as a colorless oil (yield: 600 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592452B2
Source datasetuspto-grants-2013_11
ORD IDord-af03df7b9c7d4b0c8c00dc4c05704a1c
Source noteuspto-grants-2013_11