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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 350853Generated: November 1, 2026

Dimethyl Sulfoxide → HCID 21090458, compound

https://huagongshe.com/reaction/350853

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantPotassium CarbonateHCID 11430—
Reactant3,5-DifluorobenzonitrileHCID 587204—
Reactant4-(N-Boc-amino)piperidineHCID 723833—
SolventWaterHCID 962—
ProductHCID 21090458HCID 2109045885%

Reaction Conditions

Temperature100 °C

Reaction Steps

A DMSO (25 mL, 0.1M) solution containing 4-N—BOC-aminopiperidine (500 mg, 2.5 mmol, 1.0 eq), 3,5-difluorobenzonitrile (348 mg, 2.5 mmol, 1.0 eq), and potassium carbonate (691 mg, 5.0 mmol, 2.0 eq) was heated to 100° C. for 18 h. The resulting mixture was cooled to RT, poured in H2O (ca 50 mL), and extracted (3×) with EtOAc. The combined extracts were washed (2×) with H2O, dried over MgSO4, and concentrated in vacuo. The resulting solid was purified via flash chromatography using 1:1 hexanes/EtoAc as the mobile phase. Isolated 677 mg (2.12 mmol, 85% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07183290B2
Source datasetuspto-grants-2007_02
ORD IDord-d4054b0dde1545759a57492cb8b3f254
Source noteuspto-grants-2007_02