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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 238Generated: October 23, 2026

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

https://huagongshe.com/en/reaction/238

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

Temperature100 °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), 2'-(dicyclohexylphosphino)-N,N-dimethylbiphenyl-2-amine (17.11 mg, 0.04 mmol) and TRIS(DIBENZYLIDENEACETONE)DIPALLADIUM(0) (19.90 mg, 0.02 mmol) were suspended in dioxane (5 mL) and sealed into a microwave tube. The reaction was heated to 100 °C for 1 hour in the microwave reactor and cooled to RT. LCMS analysis appeared to indicate addition of 2 morpholine rings and the reaction was abandoned.

Provenance & Evidence

Source dataset750 AstraZeneca ELN dataset
ORD IDord-2f71fc02b38b41c2a59bfdd4b865c8b3
Source note750 AstraZeneca ELN dataset