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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1960504Generated: October 30, 2026

Dimethyl Sulfide → HCID 59135754, compound

https://huagongshe.com/reaction/1960504

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfideHCID 1068—
ReactantTriphenylphosphine OxideHCID 13097—
ReactantTrifluoromethanesulfonic anhydrideHCID 67749—
ReactantHCID 59135763HCID 59135763—
SolventAcetonitrileHCID 6342—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 59135754HCID 5913575411.5%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a mixture of triphenylphosphine oxide (790 mg) and acetonitrile (15 mL) was added trifluoromethanesulfonic anhydride (238 μL), and the mixture was stirred at 0° C. for 10 min. A solution of N-[2-(benzylthio)-3-morpholinopropyl]-7-[methyl(pyridin-3-ylsulfonyl)amino]-1H-indole-2-carboxamide (410 mg) and dimethylsulfide (52 μL) in acetonitrile (15 mL) and dichloromethane (15 mL) was added to the mixture, and the mixture was stirred at 0° C. for 2 hr. The reaction mixture was diluted with ethyl acetate (100 mL) and saturated brine (100 mL). The organic layer was dried over sodium sulfate, and filtrated, and the filtrate was concentrated. The obtained residue was purified by preparative HPLC to give the title compound (38.3 mg, yield 11%) as a white solid. melting point 234-236° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410087B2
Source datasetuspto-grants-2013_04
ORD IDord-d3faddb5889f4273bba75e28cb76373b
Source noteuspto-grants-2013_04