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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1618724Generated: November 3, 2026

Morpholine → tert-butyl 7-morpholino-2,3-dihydro-1H-pyrido[2,3-b][1,4]thiazine-1-carboxylate

https://huagongshe.com/reaction/1618724

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
ReactantSodium t-butoxideHCID 23676156—
Reactanttert-butyl 7-chloro-2,3-dihydro-1H-pyrido[2,3-b][1,4]thiazine-1-carboxylateHCID 67285231—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
Producttert-butyl 7-morpholino-2,3-dihydro-1H-pyrido[2,3-b][1,4]thiazine-1-carboxylateHCID 67284534—

Reaction Steps

Prepared according to procedure N by using tert-butyl 7-chloro-2,3-dihydro-1H-pyrido[2,3-b][1,4]thiazine-1-carboxylate (340 mg, 1.19 mmol), Pd2dba3 (109 mg, 0.119 mmol), XPhos (113 mg, 0.237 mmol), sodium ter-butoxide (228 mg, 2.371 mmol), morpholine (0.13 mL, 1.54 mmol) in toluene (8 mL) at 100° C. for 14 h. Purification by column chromatography (hexanes:EtOAc, 1:0 to 1:1) gave tert-butyl 7-morpholino-2,3-dihydro-1H-pyrido[2,3-b][1,4]thiazine-1-carboxylate. Mass Spectrum (ESI) m/e=338.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765940B2
Source datasetuspto-grants-2014_07
ORD IDord-90f84912eab949ea8736de86e90fcbf1
Source noteuspto-grants-2014_07