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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1441056Generated: November 1, 2026

Triethylamine → HCID 9842227, compound

https://huagongshe.com/reaction/1441056

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTri-o-tolylphosphineHCID 80271—
Reactant(R)-5-Bromo-3-(1-methyl-2-pyrrolidinyl methyl)-1H-indoleHCID 11185464—
ReactantHCID 22502783HCID 22502783—
Catalystpalladium(II) acetateHCID 167845—
SolventAcetonitrileHCID 6342—
ProductHCID 9842227HCID 9842227—

Reaction Steps

A mixture of 4-methylsulphonylphenyltri-n-butylstannane (see Preparation 15) (680 mg, 1.53 mmol) tri-o-tolyphosphine (120 mg, 0,394 mmol), palladium (II) acetate (15 mg, 0.067 mmol), triethylamine (0.40 ml, 2.87 mmol) and 5-bromo-3-(1-methylpyrrolidin-2(R)-ylmethyl)-1H-indole (400 mg, 1.36 mmol) (see Preparation 36) in anhydrous acetonitrile (5 ml) was heated under reflux, under nitrogen, for 18 hours. The reaction mixture was then evaporated under reduced pressure and dichloromethane (25 ml) was added. The resultant solution was washed with aqueous sodium carbonate, dried (Na2SO4) and evaporated. The residue was purified by column chromatography on silica gel, eluting with ethyl acetate/diethylamine (98:2) to afford, after combination and evaporation of the appropriate fractions, the title compound as a white foam, (189 mg). Found: C,68.17; H,6.81; N,7.53; C21H24N2O2S.1/20 CH2Cl2 requires: C,67.83; H,6.51; N,7.52%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05502065
Source datasetuspto-grants-1996_03
ORD IDord-37a6feab69b84ce99f1fe057cbd60b83
Source noteuspto-grants-1996_03