HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 338545Generated: October 30, 2026
Methanesulfonamide → 5-bromo-6-chloro-N-(methylsulfonyl)-1H-indole-3-carboxamide
https://huagongshe.com/reaction/338545
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanesulfonamide | HCID 72879 | — |
| Reactant | 3-Iodo-1,2-phenylene bis(2,2-dimethylpropanoate) | HCID 53431101 | — |
| Reactant | 5-bromo-6-chloro-1H-indole-3-carbaldehyde | HCID 86698566 | — |
| Solvent | Isopropyl Acetate | HCID 7915 | — |
| Product | 5-bromo-6-chloro-N-(methylsulfonyl)-1H-indole-3-carboxamide | HCID 86698862 | — |
Reaction Steps
To a mixture of 5-bromo-6-chloro-1H-indole-3-carbaldehyde (445 mg, 1.72 mmol), Bis(tert-butylcarbonyloxy)iodobenzene (961 mg, 2.30 mmol) in isopropyl acetate (2 mL) was added methanesulfonamide (111 mg, 1.15 mmol). After stirring 5 minutes, Bis[rhodium(α,α,α′,α′-tetramethyl-1,3-benzenedipropionic acid)] (18.3 mg, 0.0230 mmol) was added and heated to 50° C. for 2 h. The reaction was filtered and the collected solid (245 mg) was identified as a mixture of the title compound and 5-bromo-6-chloro-1H-indole-3-carbaldehyde. The mixture was taken forward without any further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08889730B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-b5fb19cb1edf41549481f1e77a28f25e |
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| Source note | uspto-grants-2014_11 |
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