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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1631749Generated: October 25, 2026

Cesium carbonate → (R)-tert-butyl 4-(2-(1H-indol-4-yl)-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-5(6H)-yl)-1H-indole-1-carboxylate

https://huagongshe.com/reaction/1631749

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
Reactanttert-Butyl 4-bromo-1H-indole-1-carboxylateHCID 40425427—
Reactant(R)-2-(1-(tert-butyldimethylsilyl)-1H-indol-4-yl)-5,6,6a,7,9,10-hexahydro-[1,4]oxazino[3,4-h]pteridineHCID 68194816—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,4-DioxaneHCID 31275—
Product(R)-tert-butyl 4-(2-(1H-indol-4-yl)-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-5(6H)-yl)-1H-indole-1-carboxylateHCID 68195017—

Reaction Steps

The title compound was prepared in a manner similar to EXAMPLE 181 using (R)-2-(1-(tert-butyldimethylsilyl)-1H-indol-4-yl)-5,6,6a,7,9,10-hexahydro-[1,4]oxazino[3,4-h]pteridine (PREPARATION x12, 60 mg, 0.142 mmol), cesium carbonate (93 mg, 0.285 mmol), palladium(II)acetate (1.59 mg, 0.007 mmol), dicyclohexyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine (10.2 mg, 0.021 mmol), and tert-butyl 4-bromo-1H-indole-1-carboxylate (126 mg, 0.427 mmol) in dioxane 2 mL (8 mg, 12%). ESI-MS m/z [M+H]+ calc'd for C30H30N6O3, 523.24. found 523.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08791107B2
Source datasetuspto-grants-2014_07
ORD IDord-e53188ce657a473b8f2fa3e9e1486017
Source noteuspto-grants-2014_07