HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 656130Generated: October 31, 2026
Potassium Carbonate → 3-(1,1-Dioxidotetrahydro-2H-thiopyran-3-yl)-5-(2-furanyl)-1H-indole-7-carboxamide
https://huagongshe.com/reaction/656130
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Furan-2-boronic acid | HCID 2734357 | — |
| Reactant | 5-Bromo-3-(1,1-dioxidotetrahydro-2H-thiopyran-3-yl)-1H-indole-7-carboxamide | HCID 59332791 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 3-(1,1-Dioxidotetrahydro-2H-thiopyran-3-yl)-5-(2-furanyl)-1H-indole-7-carboxamide | HCID 59332743 | 37% |
Reaction Steps
5-Bromo-3-(1,1-dioxidotetrahydro-2H-thiopyran-3-yl)-1H-indole-7-carboxamide (0.050, 0.135 mol) and 2-furanylboronic acid (0.020, 0.175 mol) was dissolved in a 6:1 solution of 1,4 dioxane (3 L)/water (0.5 L) in a 20 L microwave reaction vessel. potassium carbonate (0.093, 0.673 mol) was added and the solution was degassed with Nitrogen. PdCl2(dppf)2 (0.017, 0.023 mol) was added and the reaction was heated in a microwave at 100° C. for 20 min. The solution was passed through a StratoSphere SPE PL-Thiol MP SPE column to remove palladium and purified on Gilson preparative HPLC using Acetonitrile/Water with 0.1% NH4OH. The desired fractions were concentrated, giving 0.018 g (37%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08071584B2 |
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| Source dataset | uspto-grants-2011_12 |
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| ORD ID | ord-797479dc70f442e99c512c0fb103def0 |
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| Source note | uspto-grants-2011_12 |
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