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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1804667Generated: October 31, 2026

HCID 178435594, compound → HCID 178525130, compound

https://huagongshe.com/reaction/1804667

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 178435594HCID 178435594—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178419050HCID 178419050—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178525130HCID 17852513039%

Reaction Steps

To a stirring solution of (S)-2-(5-ethynyl-1H-benzoimidazol-2-yl)-piperidine-1-carboxylic acid benzyl ester (26 mg, 0.0723 mmol), CuI (3 mg) and bis(triphenylphosphine)palladium (II) dichloride (8 mg) in THF (1.5 mL) is added TEA (30 μL, 3.4 mmol). The reaction mixture is stirred at room temperature for 12 hours and filtered through celite and the filtrate is concentrated in vacuum to dryness. The residue is purified by flash column chromatography on silica gel (EtOAc/hexanes 0% to 100%) to give the title compound (S)-2-(5-{4-[2-((S)-1-benzyloxycarbonyl-piperidin-2-yl)-1H-benzoimidazol-5-yl]-buta-1,3-diynyl}-1H-benzoimidazol-2-yl)-piperidine-1-carboxylic acid benzyl ester (10 mg, 39%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08354419B2
Source datasetuspto-grants-2013_01
ORD IDord-8cdc8b52bb134b70a7905f82927f403b
Source noteuspto-grants-2013_01