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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 881032Generated: October 31, 2026

Dimethyl Sulfoxide → HCID 68693444, compound

https://huagongshe.com/reaction/881032

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 18539959HCID 18539959—
ReactantHCID 59263044HCID 59263044—
SolventWaterHCID 962—
ProductHCID 68693444HCID 6869344457.9%

Reaction Conditions

Temperature85 °C

Reaction Steps

To a dimethylsulfoxide (4.0 mL) solution of 0.26 g of 2-fluoro-4-[3-(4-piperidinyl)propoxy]benzonitrile and 0.21 g of 4-(3-chloropropoxy)-2-fluorobenzonitrile was added 0.88 mL of N-ethyldiisopropylamine, which was then stirred at 80 to 90° C. for 8 hours and 15 minutes. The reaction mixture was cooled down to room temperature, to which water was then added, followed by extraction with ethyl acetate. The extract was washed twice with water and dried with anhydrous magnesium sulfate, followed by distilling off the solvent under reduced pressure. The resultant residue was purified using silica gel column chromatography (eluent; chloroform:methanol=10:1) to provide 0.25 g of 4-(3-{1-[3-(4-cyano-3-fluorophenoxy) propyl]-4-piperidinyl}propoxy)-2-fluorobenzonitrile as brown solid form.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08993603B2
Source datasetuspto-grants-2015_03
ORD IDord-81a14a8fce294b399a62f86ceeee481a
Source noteuspto-grants-2015_03