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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1245116Generated: November 1, 2026

Water → HCID 21921950, compound

https://huagongshe.com/reaction/1245116

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant5-Chloro-2-fluorobenzonitrileHCID 93653—
Reactant3,5-DimethylpiperidineHCID 118259—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 21921950HCID 21921950102.8%

Reaction Steps

To a solution of 5-chloro-2-fluoro-benzonitrile (0.700 g, 4.499 mmol) in anhydrous DMF (8.0 mL) was added 3,5-dimethylpiperdine (0.713 g, 6.299 mmol) and cesium carbonate (4.30 g, 13.497 mmol). The reaction mixture was heated at 80 C for 2 h. Upon cooling to rt, water and ethylacetate was added. The organic layer was separated and the aqueous layer was extracted twice with ethyl acetate. To the combined organic layer was added ether and the organic layer was washed with water and brine, dried (Na2SO4) and concentrated under reduced pressure to give 1.15 g (96%) of 5-chloro-2-(3,5-dimethyl-piperidin-1-yl)-benzonitrile as solid. LCMS 249(M+1)+. The compound was >98% purity and was hence used directly for the next step

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07122580B2
Source datasetuspto-grants-2006_10
ORD IDord-8010d58324834f60ae0b810feb16b418
Source noteuspto-grants-2006_10