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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

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Bromo-3-chloropyridineHCID 7016326—
Reactant(R)-3-Aminopiperidine-2-oneHCID 7200371—
ReagentSodium t-butoxideHCID 23676156—
CatalystBinap, (A+-)-HCID 634876—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 178418225HCID 1784182252%

Reaction Conditions

Temperature115 °C

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 dataset750 AstraZeneca ELN dataset
ORD IDord-945adafe269741f9bc504b4e9b38a0a3
Source note750 AstraZeneca ELN dataset