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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1618757Generated: October 31, 2026

Morpholine → HCID 67284857, compound

https://huagongshe.com/reaction/1618757

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 67285855HCID 67285855—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 67284857HCID 67284857—

Reaction Steps

Prepared according to procedure N by stirring tert-butyl 6-bromo-2′,3′,5′,6′-tetrahydrospiro[indole-3,4′-thiopyran]-1(2H)-carboxylate 1′,1′-dioxide (200 mg, 0.48 mmol), morpholine (62.8 μL, 0.721 mmol), sodium tert-butoxide, Pd2dba3 (44 mg, 0.048 mmol) and XPhos (45.8 mg, 0.096 mmol) in toluene (6 mL) at 100° C. for 2 h. Purification by column chromatography (hexanes:EtOAc, 1:0 to 1:1 as eluant) gave tert-butyl 6-(4-morpholinyl)-2′,3′,5′,6′-tetrahydrospiro[indole-3,4′-thiopyran]-1(2H)-carboxylate 1′,1′-dioxide. Mass Spectrum (ESI) m/e=423.0 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765940B2
Source datasetuspto-grants-2014_07
ORD IDord-0220583699da4aebbaebb8f55a5d65bc
Source noteuspto-grants-2014_07