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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 661468Generated: November 3, 2026

Morpholine → HCID 57972813, compound

https://huagongshe.com/reaction/661468

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
Reactant2-(Di-tert-butylphosphino)biphenylHCID 2734215—
ReactantSodium t-butoxideHCID 23676156—
Reactant2-(Benzyloxy)-5-bromopyrimidineHCID 42553055—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 57972813HCID 57972813—

Reaction Conditions

Temperature50 °C

Reaction Steps

Tris(dibenzylideneacetone)dipalladium (1.78 g), 2-(di-tert-butylphosphino)-biphenyl (2.32 g) and sodium tert-butoxide (4.49 g) were added to a solution of 2-benzyloxy-5-bromo-pyrimidine (10.3 g) and morpholine (4.1 ml) in toluene (180 ml) and the mixture was stirred under nitrogen atmosphere at 50° C. for an hour. The reaction mixture was cooled to room temperature. Water and ethyl acetate were added and the organic layer was separated, washed with a saturated brine, dried over magnesium sulfate and concentrated in vacuo. The residue was triturated with ethyl acetate and hexane to give the titled compound (9.12 g). MS (m/z): 272 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08084611B2
Source datasetuspto-grants-2011_12
ORD IDord-e0b3f5b25dd94e04965451245aef9f4f
Source noteuspto-grants-2011_12