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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2053823Generated: October 26, 2026

Diisopropylethylamine → Rac.-n-[1-(5-chloro-1h-benzimidazol-2-yl)]ethyl-3-bromo-4-(pyrrolidin-1-ylcarbonyl)benzamide

https://huagongshe.com/reaction/2053823

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant3-Bromo-4-(pyrrolidin-1-ylcarbonyl)benzoic acidHCID 69312488—
ReactantBromine chlorineHCID 131726752—
ReactantHCID 178463384HCID 178463384—
SolventTetrahydrofuranHCID 8028—
SolventDichloromethane ethanolHCID 21584144—
ProductRac.-n-[1-(5-chloro-1h-benzimidazol-2-yl)]ethyl-3-bromo-4-(pyrrolidin-1-ylcarbonyl)benzamideHCID 17846477573%

Reaction Steps

Prepared analogously to Example 1g from 3-bromo-4-(pyrrolidin-1-ylcarbonyl)benzoic acid, TBTU, diisopropylethylamine, and rac.-1-(5-chloro-1H-benzimidazol-2-yl)ethylamine in tetrahydrofuran. Yield: 73%; Rf value: 0.50 (silica gel; methylene chloride/ethanol=9:1); C21H20BrClN4O2 (475.78); mass spectrum: (M−H)−=473/475/477 (bromine/chlorine isotope).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07326791B2
Source datasetuspto-grants-2008_02
ORD IDord-d80d966c5fce46ddbe4ac6a38954db35
Source noteuspto-grants-2008_02