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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 239Generated: October 23, 2026

Morpholine → Ethyl 5-morpholin-4-ylpyridine-3-carboxylate

https://huagongshe.com/en/reaction/239

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantEthyl 5-bromopyridine-3-carboxylateHCID 140785—
ReagentSodium t-butoxideHCID 23676156—
Catalyst2-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenylHCID 2734217—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductEthyl 5-morpholin-4-ylpyridine-3-carboxylateHCID 715654120%

Reaction Conditions

Temperature80 °C

Reaction Steps

ethyl 5-bromonicotinate (200 mg, 0.87 mmol), morpholine (0.083 mL, 0.96 mmol), sodium 2-methylpropan-2-olate (167 mg, 1.74 mmol) and 2'-(dicyclohexylphosphino)-N,N-dimethylbiphenyl-2-amine (17.11 mg, 0.04 mmol) were suspended in dioxane (5 mL). The reaction flask was purged with nitrogen and TRIS(DIBENZYLIDENEACETONE)DIPALLADIUM(0) (19.90 mg, 0.02 mmol) was added. The reaction was stirred at 80 °C for 90 minutes. LCMS analysis appeared to indicate addition of 2 morpholine rings and the reaction was abandoned.

Provenance & Evidence

Source dataset750 AstraZeneca ELN dataset
ORD IDord-bddc6734b7ce4143a8ed8f8385933b6e
Source note750 AstraZeneca ELN dataset