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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2274789Generated: October 30, 2026

Potassium Carbonate → 3-(1-(6-chloropyridazin-3-yl)-1H-pyrazol-4-yl)-6-fluoro-1-(phenylsulfonyl)-1H-indole

https://huagongshe.com/reaction/2274789

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3,6-DichloropyridazineHCID 67331—
Reactant6-fluoro-1-(phenylsulfonyl)-3-(1H-pyrazol-4-yl)-1H-indoleHCID 118060134—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
Product3-(1-(6-chloropyridazin-3-yl)-1H-pyrazol-4-yl)-6-fluoro-1-(phenylsulfonyl)-1H-indoleHCID 11806060491.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 6-fluoro-1-(phenylsulfonyl)-3-(1H-pyrazol-4-yl)-1H-indole (Intermediate 5; 512 mg; 1.50 mmol), 3,6-dichloropyridazine (450 mg; 3.02 mmol) and K2CO3 (828 mg; 5.99 mmol) in MeCN (15.0 mL) was stirred at 100° C. for 16 hours under nitrogen. The reaction mixture was diluted with EtOAc (30 mL) and water (10 mL). The organic layer was separated, washed with brine (10 mL), dried over anhydrous Na2SO4, filtered, concentrated, and purified by a silica gel column chromatography (petroleum ether/EtOAc=4/1 to 2/1) to afford 620 mg (91%) of the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126984B2
Source datasetuspto-grants-2015_09
ORD IDord-d0fda5f58f914d9bac2e5d55b47600fd
Source noteuspto-grants-2015_09