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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 147Generated: October 23, 2026

Aniline → 2,6-dichloro-N-phenylpyridin-3-amine

https://huagongshe.com/en/reaction/147

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
Reactant3-Bromo-2,6-dichloropyridineHCID 21551819—
ReagentSodium t-butoxideHCID 23676156—
CatalystBinap, (A+-)-HCID 634876—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
Product2,6-dichloro-N-phenylpyridin-3-amineHCID 715061200%

Reaction Conditions

Temperature100 °C

Reaction Steps

BINAP (4.67 mg, 7.50 µmol) and Pd2dba3 (2.289 mg, 2.50 µmol) were dissolved in dioxane (1ml) and flushed with nitrogen. 3-bromo-2,6-dichloropyridine (0.023 g, 0.1 mmol), aniline (0.018 mL, 0.20 mmol) and sodium tert-butoxide (0.014 g, 0.15 mmol) were weight in another flask and flushed with nitrogen. The ligand- Pd mixture was subjoined and the reaction mixture was stirred at 100°C over night. Detection of the reaction was done by LC/MS. LC/MS showed the completion of the reation. the 3-bromo-2,6-dichloropyridine as well as the aniline were gone, but no desired product was detected. NMR verified the observations. The products have not been identified.

Provenance & Evidence

Source dataset750 AstraZeneca ELN dataset
ORD IDord-22901a6299a241baa726d8f567bd79ae
Source note750 AstraZeneca ELN dataset