HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 520573Generated: October 29, 2026
1,4-Dioxane → 3-Fluoro-6-(1H-indol-4-yl)-1-(phenylsulfonyl)-1H-indazol-4-amine
https://huagongshe.com/reaction/520573
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 1H-Indole-4-boronic acid, pinacol ester | HCID 11322471 | — |
| Reactant | 6-Bromo-3-fluoro-1-(phenylsulfonyl)-1H-indazol-4-amine | HCID 58356421 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-Fluoro-6-(1H-indol-4-yl)-1-(phenylsulfonyl)-1H-indazol-4-amine | HCID 66691686 | — |
Reaction Steps
6-Bromo-3-fluoro-1-(phenylsulfonyl)-1H-indazol-4-amine (350 mg), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole (230 mg), potassium phosphate (601 mg) and Pd(dppf)Cl2 (69 mg) were placed in a microwave vial with 1,4-dioxane (5 ml) and water (2.5 ml) and the mixture heated at 110° C. for 30 min. After this time the mixture was partitioned between water (200 ml) and DCM (200 ml) and the DCM layer was collected. The aq layer was extracted with DCM (100 ml) and the combined organic layers dried using a hydrophobic frit and the solvent was removed in vacuo. The residue was adsorbed onto silica gel and purified using chromatography on silica gel eluting with 0-100% ethyl acetate in cyclohexane to give the title compound, 350 mg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09326987B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-249f3cc70d804d65999304599ac6b559 |
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| Source note | uspto-grants-2016_05 |
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