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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1340921Generated: October 29, 2026

3-Bromopyridine → 3-(4-Phenyl-1-piperidinyl)pyridine

https://huagongshe.com/reaction/1340921

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-BromopyridineHCID 12286—
Reactant4-PhenylpiperidineHCID 69873—
ReagentSodium trimethylsilanolateHCID 23672319—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
Catalyst2-(Di-tert-butylphosphino)-2'-methyl-1,1'-biphenylHCID 2734937—
SolventDiglymeHCID 8150—
ProductCaffeineHCID 2519—
Product3-(4-Phenyl-1-piperidinyl)pyridineHCID 1223802230%
Product4-(4-Phenylpiperidin-1-yl)pyridineHCID 1398883370%

Reaction Conditions

Temperature60 °C

Provenance & Evidence

DOI10.1021/jacs.6c05959
Source datasetHigh-throughput exploration of 50,688 Pd-, Ni- and Cu-catalysed C–N coupling reactions
ORD IDord-46600a81181d4a24a7607c3b0b6f4ed7
Source noteHigh-throughput exploration of 50,688 Pd-, Ni- and Cu-catalysed C–N coupling reactions