HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 527Generated: October 26, 2026
Ethyl 4-piperidinecarboxylate → Ethyl 1-(6-chloro-4-methyl-3-pyridinyl)piperidine-4-carboxylate
https://huagongshe.com/reaction/527
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl 4-piperidinecarboxylate | HCID 70770 | — |
| Reactant | 5-Bromo-2-chloro-4-methylpyridine | HCID 2734427 | — |
| Reagent | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Ethyl 1-(6-chloro-4-methyl-3-pyridinyl)piperidine-4-carboxylate | HCID 82225133 | 0% |
Reaction Steps
TRIS(DIBENZYLIDENEACETONE)DIPALLADIUM(0) (22.18 mg, 0.02 mmol) was added to a degassed mixture of ethyl piperidine-4-carboxylate (0.105 mL, 0.68 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine)(xantphos) (28.0 mg, 0.05 mmol) and ethyl 1-(6-chloro-4-methylpyridin-3-yl)piperidine-4-carboxylate and sodium 2-methylpropan-2-olate (65.2 mg, 0.68 mmol) in toluene (3 mL). The resulting suspension was stirred at 100 °C for 20 hours under nitrogen. LCMS indicated little reaction so reaction abandoned.
Provenance & Evidence
| Source dataset | 750 AstraZeneca ELN dataset |
|---|
| ORD ID | ord-4d540317a2f04c1c94f4d355d5594da0 |
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| Source note | 750 AstraZeneca ELN dataset |
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