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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 520584Generated: October 25, 2026

4-Bromo-6-fluoro-1-[(4-nitrophenyl)sulfonyl]-1H-indole → 3-Fluoro-6-{6-fluoro-1-[(4-nitrophenyl)sulfonyl]-1H-indol-4-yl}-1-(phenylsulfonyl)-1H-indazol-4-amine

https://huagongshe.com/reaction/520584

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Bromo-6-fluoro-1-[(4-nitrophenyl)sulfonyl]-1H-indoleHCID 58356370—
Reactant3-fluoro-1-(phenylsulfonyl)-6-(trimethylstannanyl)-1H-indazol-4-amineHCID 58356417—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
Product3-Fluoro-6-{6-fluoro-1-[(4-nitrophenyl)sulfonyl]-1H-indol-4-yl}-1-(phenylsulfonyl)-1H-indazol-4-amineHCID 58356452—

Reaction Steps

A solution of 3-fluoro-1-(phenylsulfonyl)-6-(trimethylstannanyl)-1H-indazol-4-amine (0.65 g), 4-bromo-6-fluoro-1-[(4-nitrophenyl)sulfonyl]-1H-indole (0.69 g) and Pd(PPh3)4 (0.17 g) in DMF (5 ml) was heated to 120° C. for 18 h. The mixture was concentrated in vacuo and purified by silica cartridge (100 g) by Flashmaster II using a gradient of cyclohexane and ethyl acetate to give the title compound, 0.48 g as an orange solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09326987B2
Source datasetuspto-grants-2016_05
ORD IDord-a617cef67b784846b5a530d2ca43e282
Source noteuspto-grants-2016_05