HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1334746Generated: November 3, 2026
3-Bromopyridine → 4-(4-Phenylpiperidin-1-yl)pyridine
https://huagongshe.com/reaction/1334746
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-Bromopyridine | HCID 12286 | — |
| Reactant | 4-Phenylpiperidine | HCID 69873 | — |
| Reagent | Sodium trimethylsilanolate | HCID 23672319 | — |
| Catalyst | Nickel(II) iodide | HCID 26038 | — |
| Catalyst | 2-(Dicyclohexylphosphino)biphenyl | HCID 2734216 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | Caffeine | HCID 2519 | — |
| Product | 3-(4-Phenyl-1-piperidinyl)pyridine | HCID 122380223 | 0% |
| Product | 4-(4-Phenylpiperidin-1-yl)pyridine | HCID 139888337 | 1.189% |
Provenance & Evidence
| DOI | 10.1021/jacs.6c05959 |
|---|
| Source dataset | High-throughput exploration of 50,688 Pd-, Ni- and Cu-catalysed C–N coupling reactions |
|---|
| ORD ID | ord-ae19805b47134028bb29a71382d9c018 |
|---|
| Source note | High-throughput exploration of 50,688 Pd-, Ni- and Cu-catalysed C–N coupling reactions |
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