Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | tert-Butyl carbamate | HCID 77922 | — |
| Reactant | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| Reactant | HCID 90309130 | HCID 90309130 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 90308894 | HCID 90308894 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09145414B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-78cb130582a7486a931247f034ea4a16 |
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| Source note | uspto-grants-2015_09 |
|---|