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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1485006Generated: November 1, 2026

Cesium carbonate → 4-(1-Acetyl-2,3-dihydro-1H-indol-6-ylamino)-N-cyclopropylmethyl-2-trifluoromethyl-benzenesulfonamide

https://huagongshe.com/reaction/1485006

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1-Acetyl-6-aminoindolineHCID 258564—
ReactantBinap, (A+-)-HCID 634876—
Reactant4-bromo-N-(cyclopropylmethyl)-2-(trifluoromethyl)benzenesulfonamideHCID 24948367—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
Product4-(1-Acetyl-2,3-dihydro-1H-indol-6-ylamino)-N-cyclopropylmethyl-2-trifluoromethyl-benzenesulfonamideHCID 24946884—

Reaction Steps

A mixture of 4-Bromo-N-cyclopropylmethyl-2-trifluoromethyl-benzenesulfonamide (51 mg), Pd(OAc)2 (3.2 mg), BINAP (14 mg), cesium carbonate (55 mg) and 1-(6-Amino-2,3-dihydro-indol-1-yl)-ethanone (50 mg) in 15 ml toluene was relaxed for 12 hours. The reaction mixture was eluted through a silica bed with Toluene and then with PE:EtOAc (70:30). The toluene fraction was discarded and the solvent of the PE:EtOAc fraction was removed under reduced pressure. The crude product was purified by Combiflash (linear gradient PE-THF). Yield 32 mg, 49%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422235B2
Source datasetuspto-grants-2016_08
ORD IDord-8f51e8c669a848b9b331306e20f012b0
Source noteuspto-grants-2016_08