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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonamideHCID 72879—
Reactant3-Iodo-1,2-phenylene bis(2,2-dimethylpropanoate)HCID 53431101—
Reactant5-bromo-6-chloro-1H-indole-3-carbaldehydeHCID 86698566—
SolventIsopropyl AcetateHCID 7915—
Product5-bromo-6-chloro-N-(methylsulfonyl)-1H-indole-3-carboxamideHCID 86698862—

Reaction Conditions

Temperature50 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889730B2
Source datasetuspto-grants-2014_11
ORD IDord-b5fb19cb1edf41549481f1e77a28f25e
Source noteuspto-grants-2014_11