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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2203080Generated: November 1, 2026

Tetrabutylammonium Fluoride → 4-((1RS,2RS)-2-(4-chlorophenyl)cyclopropyl)-1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)pyridin-2(1H)-one

https://huagongshe.com/reaction/2203080

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant4-((1RS,2RS)-2-(4-chlorophenyl)-3-(trimethylsilyl)cyclopropyl)-1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)pyridin-2(1H)-oneHCID 131735784—
SolventTetrahydrofuranHCID 8028—
Product4-((1RS,2RS)-2-(4-chlorophenyl)cyclopropyl)-1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)pyridin-2(1H)-oneHCID 8970258141.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4-((1RS,2RS)-2-(4-chlorophenyl)-3-(trimethylsilyl)cyclopropyl)-1-(2-cyclopropyl-1-methyl-1H-benzimidazol-6-yl)pyridin-2(1H)-one (26 mg), TBAF (1.0 M in THF, 0.533 ml) and THF (1 ml) was heated at 100° C. under microwave irradiation for 1 h. The mixture was purified by NH silica gel column chromatography (hexane/EtOAc) to give the title compound (9.2 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365540B2
Source datasetuspto-grants-2016_06
ORD IDord-0766468e6d8a4f01938388a53c656625
Source noteuspto-grants-2016_06