HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 244737Generated: October 30, 2026
Potassium Carbonate → HCID 58356356, compound
https://huagongshe.com/reaction/244737
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Benzo[b]furan-2-boronic acid | HCID 2776266 | — |
| Reactant | N-(6-bromo-1H-indazol-4-yl)-2-methyl-1,3-thiazole-4-carboxamide | HCID 58255750 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 58356356 | HCID 58356356 | 3.2% |
Reaction Steps
To a solution of 1-benzofuran-2-ylboronic acid (24 mg, available from Lancaster Synthesis) in 1,4-dioxane (1 ml) was added a solution of .N-(6-bromo-1H-indazol-4-yl)-2-methyl-1,3-thiazole-4-carboxamide (34 mg) in 1,4-dioxane (1 ml). A solution of potassium carbonate (17 mg) in water (0.2 ml) was then added, followed by Pd(dppf)Cl2 (10 mg). The reaction vessel was sealed and heated under microwave irradiation in CEM Discover at 150° C. for 30 min. The mixture was cooled and the solvent was evaporated in vacuo using the Genevac to give the crude products. The sample was loaded in methanol and applied to a reverse phase (C18) cartridge (500 mg) and eluted using MeCN/TFA 0.1% (3×3 ml). The appropriate fractions were combined and dried under a stream of nitrogen then the residue was dissolved in (3:1, DMSO:MeOH, 0.5 ml) and purified by mass directed preparative HPLC (Method C) to afford the title compound (1.2 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08658635B2 |
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| Source dataset | uspto-grants-2014_02 |
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| ORD ID | ord-3383dc7981b1428b8eec115482a5bb6c |
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| Source note | uspto-grants-2014_02 |
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