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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1098879Generated: October 26, 2026

Potassium Carbonate → 1-{[6-Chloro-1-(4-fluorophenyl)-1H-indazol-5-yl]oxy}-1-(4-fluorophenyl)acetone

https://huagongshe.com/reaction/1098879

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantBromineHCID 24408—
Reactant(4-Fluorophenyl)acetoneHCID 521187—
Reactant6-chloro-1-(4-fluorophenyl)-1H-indazol-5-olHCID 59339669—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
Product1-{[6-Chloro-1-(4-fluorophenyl)-1H-indazol-5-yl]oxy}-1-(4-fluorophenyl)acetoneHCID 5933963488%

Reaction Steps

4-Fluorophenylacetone (388 μl, 2.9 mmol) in DCM (12 ml) was cooled to 0° C. and bromine (672 mg, 2.9 mmol) was slowly added. The mixture was stirred for 30 min and then concentrated in vacuo. The crude intermediate was added to a mixture of 6-chloro-1-(4-fluorophenyl)-1H-indazol-5-ol, (99c) (762 mg, 2.9 mmol) and potassium carbonate (804 mg, 5.8 mmol) in THF (12 ml). The mixture was stirred for 4 h, filtrated and concentrated. The crude product was purified by flash chromatography (EtOAc/heptane, product eluted at 40% EtOAc) to give the title compound (1.06 g, 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143290B2
Source datasetuspto-grants-2012_03
ORD IDord-65ca7bf16af34f9398f2fa6dee3d4939
Source noteuspto-grants-2012_03