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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2112214Generated: November 3, 2026

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

https://huagongshe.com/reaction/2112214

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 numberUS07521447B2
Source datasetuspto-grants-2009_04
ORD IDord-3ad37ca91e464f2aab298883d3624e51
Source noteuspto-grants-2009_04