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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1879697Generated: October 30, 2026

(R)-3-Methylmorpholine → HCID 66993436, compound

https://huagongshe.com/reaction/1879697

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(R)-3-MethylmorpholineHCID 641498—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
ReactantSodium t-butoxideHCID 23676156—
Reactant8-Benzyl-3-chloro-6,7,8,9-tetrahydropyrazino[2,3-f][1,4]oxazepineHCID 86648981—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 66993436HCID 6699343660%

Reaction Conditions

Temperature100 °C

Reaction Steps

A suspension of 8-benzyl-3-chloro-6,7,8,9-tetrahydropyrazino[2,3-f][1,4]oxazepine (208 mg), (3R)-3-methylmorpholine (115 mg), Pd2(dba)3 (21 mg), XPhos (44 mg) and sodium tert-butoxide (145 mg) in toluene (5 mL) was stirred under an argon atmosphere with heating at 100° C. for 3 hr. Water was added to the reaction mixture, the aqueous layer was extracted with ethyl acetate, and the organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by basic silica gel column chromatography (solvent gradient: 9→50% ethyl acetate/hexane) to give the title compound (126 mg, 60%) as a pale-yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318722B2
Source datasetuspto-grants-2012_11
ORD IDord-15eb05f0261d4f139cf23728937c7be5
Source noteuspto-grants-2012_11