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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2171279Generated: November 1, 2026

Dimethyl Sulfoxide → HCID 117643702, compound

https://huagongshe.com/reaction/2171279

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantTriethylamineHCID 8471—
Reactant2,6-Dichloro-5-fluoro-3-pyridinecarbonitrileHCID 2733849—
ReactantHCID 117643532HCID 117643532—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 117643702HCID 11764370273.8%

Reaction Steps

Triethylamine (0.22 ml) and 2,6-dichloro-5-fluoronicotinonitrile (470 mg) were added to a DMSO (2.4 ml) solution containing benzyl 4-amino-3-((tert-butoxycarbonyl)amino)piperidin-1-carboxylate (470 mg) obtained in the 2nd step, followed by stirring at room temperature for 0.5 hours. Ethyl acetate and water were added to the reaction solution for extraction. The organic layers were washed with saturated saline and dried over anhydrous sodium sulfate. The solvent was distilled away under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=19:1 to 15:3) and a white solid of benzyl 3-((tert-butoxycarbonyl)amino)-4-((6-chloro-5-cyano-3-fluoropyridin-2-yl)amino)piperidin-1-carboxylate (500 mg) was thus obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051310B2
Source datasetuspto-grants-2015_06
ORD IDord-f04d3ed445284133bed051c704ad8754
Source noteuspto-grants-2015_06