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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2054058Generated: November 3, 2026

Chlorine → Rac.-n-[1-(5-chloro-1h-indol-2-yl)ethyl]-3-methyl-4-(pyrrolidin-1-ylcarbonyl)benzamide

https://huagongshe.com/reaction/2054058

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorineHCID 24526—
ReactantDiisopropylethylamineHCID 81531—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant3-Methyl 4-(pyrrolidin-1-ylcarbonyl)benzoic acidHCID 12068686—
ReactantHCID 22609213HCID 22609213—
Reactant1-(5-Chloro-1h-indol-2-yl)ethan-1-amineHCID 65334165—
SolventTetrahydrofuranHCID 8028—
ProductRac.-n-[1-(5-chloro-1h-indol-2-yl)ethyl]-3-methyl-4-(pyrrolidin-1-ylcarbonyl)benzamideHCID 5965532495%

Reaction Steps

Prepared analogously to Example 1g from 3-methyl-4-(pyrrolidin-1-ylcarbonyl)benzoic acid, TBTU, diisopropylethylamine, and rac.-1-(5-chloro-1H-indol-2-yl)ethylamine in tetrahydrofuran. Yield: 95%; Rf value: 0.65 (silica gel: dichloromethane/ethanol/ammonia=9:1:0.1); C23H24ClN3O2 (409.915); mass spectrum: (M+H)+=410/412 (chlorine isotope).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07326791B2
Source datasetuspto-grants-2008_02
ORD IDord-cbdac1b4b729441b84fb097bcfda02d9
Source noteuspto-grants-2008_02