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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2370993Generated: October 31, 2026

Dimethyl Sulfide → HCID 67109216, compound

https://huagongshe.com/reaction/2370993

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfideHCID 1068—
ReactantBoron trifluorideHCID 6356—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 67109665HCID 67109665—
CatalystMethanolHCID 887—
SolventDichloromethaneHCID 6344—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 67109216HCID 6710921658.3%

Reaction Steps

5-chloro-2-(2,4-dimethylthiophen-3-yl)-3-(4-methoxyphenyl)-1H-indole-1-carbonitrile (75 mg, 0.19 mmol) was dissolved in 4 ml DCM and the mixture was cooled in an ice bath. BF3.SMe2 (0.20 ml, 1.91 mmol) was added drop wise and the mixture was stirred at room temperature for 24 h. A few drops MeOH were added at 0° C. followed by NaHCO3 (aq, sat) and brine. The layers were separated and the organic layer was concentrated. The crude product was purified on silica (MeOH/DCM 1:99). 42.0 mg 5-chloro-2-(2,4-dimethylthiophen-3-yl)-3-(4-hydroxyphenyl)-1H-indole-1-carbonitrile was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08710243B2
Source datasetuspto-grants-2014_04
ORD IDord-7c37dd2d159845a68140a97ab38887d6
Source noteuspto-grants-2014_04