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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2192282Generated: October 31, 2026

Cesium carbonate → HCID 58408271, compound

https://huagongshe.com/reaction/2192282

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-(Trifluoromethyl)pyridine-5-boronic AcidHCID 25134278—
ReactantHCID 58408289HCID 58408289—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 58408271HCID 5840827162.9%

Reaction Conditions

Temperature90 °C

Reaction Steps

236.5 mg 2-(Trifluormethyl)pyridin-5-ylboronic acid, 300.0 mg 4-(5-Bromo-2,3-dihydro-indole-1-sulfonyl)-benzonitrile and 807.4 mg cesium carbonate were dissolved in a mixture of 3 ml water and 10 ml dimethylformamide. The reaction mixture was degassed with argon and then 47.7 mg tetrakis(triphenylphosphine)palladium(0) were added and the mixture heated to 90° C. for two hours. The cooled reaction mixture was diluted with 100 ml ethyl acetate and washed with 50 ml water and brine. The organic layer was dried over MgSO4 and the solvent removed in vacuo. The resulting crude material was purified by purified by chromatography on silica gel to obtain 223 mg 4-[5-(6-Trifluoromethyl-pyridin-3-yl)-2,3-dihydro-indole-1-sulfonyl]-benzonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329725B2
Source datasetuspto-grants-2012_12
ORD IDord-812bf69673474815b901d905be4fff71
Source noteuspto-grants-2012_12