HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 592Generated: October 25, 2026
2-Bromo-3-chloropyridine → HCID 178418225, compound
https://huagongshe.com/reaction/592
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Bromo-3-chloropyridine | HCID 7016326 | — |
| Reactant | (R)-3-Aminopiperidine-2-one | HCID 7200371 | — |
| Reagent | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | Binap, (A+-)- | HCID 634876 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 178418225 | HCID 178418225 | 2% |
Reaction Steps
In a 5 ml MW vial, Pd2((dba)3 (7.23 mg, 7.90 µmol), 2,2'-bis(diphenylphosphanyl)-1,1'-binaphthalene (BINAP) (9.71 mg, 0.02 mmol), sodium 2-methylpropan-2-olate (174 mg, 1.81 mmol), (R)-3-aminopiperidin-2-one (119 mg, 1.04 mmol) and 2-bromo-3-chloropyridine (200 mg, 1.04 mmol) mixed in toluene (2 mL) to give a brown suspension. The mixture was degassed with N2 bubbling for 5 min, then the vial was capped and the reaction stirred at 115°C in an oil-bath over night. The reaction was cooled to rt, DCM and aq NaHCO3 were added, the mixture stirred, filtered through a phase separator and evaporated. LC-MS crude: Traces of product, mainly starting bromide left. Reaction discarded.
Provenance & Evidence
| Source dataset | 750 AstraZeneca ELN dataset |
|---|
| ORD ID | ord-945adafe269741f9bc504b4e9b38a0a3 |
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| Source note | 750 AstraZeneca ELN dataset |
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