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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2283674Generated: November 1, 2026

Cesium carbonate → HCID 90308894, compound

https://huagongshe.com/reaction/2283674

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactanttert-Butyl carbamateHCID 77922—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
ReactantHCID 90309130HCID 90309130—
Catalystpalladium(II) acetateHCID 167845—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 90308894HCID 90308894—

Reaction Conditions

Temperature100 °C

Reaction Steps

Tert-butyl carbamate (81 mg), palladium acetate (4 mg), 2-dicyclohexylphosphino-2′,4′,6′-triisopropyl biphenyl (17 mg), and cesium carbonate (340 mg) were added to a solution of ethyl 4-(trifluoromethylsulfonyloxy)benzo[b]thiophene-6-carboxylate obtained in the above-described Step 2 (120 mg) in dioxane (2 ml), and the reaction solution was stirred at 100° C. for 3 hours. The reaction solution was diluted with ethyl acetate, and washed successively with a saturated aqueous sodium bicarbonate solution and a saturated saline solution. After drying over anhydrous sodium sulfate, the solvent was evaporated under vacuum. The residue was purified by column chromatography on silica gel (developing solvent:hexane-ethyl acetate) to obtain ethyl 4-(tert-butoxycarbonylamino)benzo[b]thiophene-6-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09145414B2
Source datasetuspto-grants-2015_09
ORD IDord-78cb130582a7486a931247f034ea4a16
Source noteuspto-grants-2015_09