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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 564563Generated: October 25, 2026

Potassium Carbonate → 1,1-Dimethylethyl 4-[(3'-cyano-3-biphenylyl)methylidene]-1-piperidinecarboxylate

https://huagongshe.com/reaction/564563

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1,4-DioxaneHCID 31275—
ReactantTert-butyl 4-(3-bromobenzylidene)piperidine-1-carboxylateHCID 57813409—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Product1,1-Dimethylethyl 4-[(3'-cyano-3-biphenylyl)methylidene]-1-piperidinecarboxylateHCID 6700586986%

Reaction Conditions

Temperature130 °C

Reaction Steps

To 1,1-dimethylethyl 4-[(3-bromophenyl)methylidene]-1-piperidinecarboxylate (2.11 g, 5.99 mmol) in 1,4-dioxane (30 mL) and water (10.00 mL) was added m-NC(C6H4)B(OH)2 (1.056 g, 7.19 mmol), Pd(Ph3P)4 0.277 g, 0.240 mmol), and K2CO3 (2.483 g, 17.97 mmol). The resultant mixture was split into two equal portions and each portion was heated in a microwave at 130° C. for 15 min. The reaction mixture was concentrated by Glas-Col evaporator and purified with CombiFlash chromatograph to afford the title compound (1.93 g, 86%). LC-MS m/z 749 (2M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08067408B2
Source datasetuspto-grants-2011_11
ORD IDord-30601844cad54c518aefb18ae3cfb373
Source noteuspto-grants-2011_11