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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 540149Generated: October 29, 2026

tert-Butyl carbamate → HCID 86691392, compound

https://huagongshe.com/reaction/540149

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl carbamateHCID 77922—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 71255500HCID 71255500—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86691392HCID 8669139299.9%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture solution of 3-{[4-(4-chloroquinolin-2-yl)-1,1-dioxido-2,3,4,5-tetrahydro-1,4-benzothiazepin-8-yl]oxy}propan-1-ol (300.0 mg, 0.70 mmol), tert-butyl carbamate (175.0 mg, 1.5 mmol), 1,1′-bis(diphenylphosphino)ferrocene (70.0 mg, 0.113 mmol), 1,1′-bis(diphenylphosphino)ferrocenedichloropalladium(II) (70.0 mg, 0.075 mmol) and sodium tert-butoxide (232.0 mg, 2.25 mmol) in 1,4-dioxane (2.0 mL) was heated with stirring at 120° C. for 2 hours under microwave irridiation. After being cooled to room temperature, the reaction mixture was extracted with ethyl acetate (100 mL). The organic layer was washed with brine (50 mL×2), dried over anhydrous sodium sulfate and concentrated in vacuo to afford 359.1 mg of the crude product as yellow oil which was used for next step without further purification. MS obsd. (ESI+) [(M+H)+] 514.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871756B2
Source datasetuspto-grants-2014_10
ORD IDord-00f95200d76a4b4aaf57bff91bff8a6b
Source noteuspto-grants-2014_10