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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1663588Generated: October 30, 2026

1,10-Phenanthroline → HCID 67436320, compound

https://huagongshe.com/reaction/1663588

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,10-PhenanthrolineHCID 1318—
ReactantSodium IodideHCID 5238—
ReactantCesium carbonateHCID 10796—
ReactantHCID 67436462HCID 67436462—
CatalystCopper iodideHCID 83717—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
ProductHCID 67436320HCID 6743632055.4%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of (3R)-1-[bis-(4-chlorophenyl)methyl]-3-[(5-bromonicotinoyl)-amino]pyrrolidine (50 mg) in toluene was added copper iodide (7 mg), cesium carbonate (15 mg), sodium iodide (15 mg), phenanthroline (14 mg) and ethanol (0.1 mL) and the mixture was stirred at 100° C. for 15 hours. The reaction mixture was evaporated in vacuo and to the residue was added an aqueous saturated sodium hydrogencarbonate solution was added. The mixture was extracted with ethyl acetate and the organic layer was evaporated in vacuo. The residue was purified by a column chromatography on silica gel (solvent; ethyl acetate/hexane=1:1) to give (3R)-1-[bis-(4-chlorophenyl)methyl]-3-[(5-ethoxynicotinoyl)amino]pyrrolidine (12 mg, yield: 26%) as a powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08034949B2
Source datasetuspto-grants-2011_10
ORD IDord-dead181a2fc6419b8f1fe76d6483084b
Source noteuspto-grants-2011_10