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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1897509Generated: October 26, 2026

Potassium Carbonate → 5-Fluoro-2-(1-isobutyl-1H-indazol-5-yloxy)-benzonitrile

https://huagongshe.com/reaction/1897509

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2,5-DifluorobenzonitrileHCID 123558—
Reactant1-Isobutyl-1H-indazol-5-olHCID 57418770—
SolventDimethylformamideHCID 6228—
Product5-Fluoro-2-(1-isobutyl-1H-indazol-5-yloxy)-benzonitrileHCID 5741877181%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of 1-isobutyl-1H-indazol-5-ol (2.33 g, 12.2 mmol) and K2CO3 (2.03 g, 14.7 mmol) in DMF (75 mL) was added 2,5-difluorobenzonitrile (1.87 g. 13.5 mmol). The mixture was heated to 110° C. for 18 hours under N2 atmosphere. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in dichloromethane. The solution was washed with 1N HCl, filtered, and concentrated under reduced pressure. The residue was chromatographed on Biotage eluting with hexanes/ether (5:2) to afford 3.05 g of pale yellow oil (81% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518983B2
Source datasetuspto-grants-2013_08
ORD IDord-7af8950267ca4c9685b26748e9258fab
Source noteuspto-grants-2013_08