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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1661981Generated: October 28, 2026

Hydrochloric Acid → 5-(2-fluoro-4-nitrophenoxy)-6-(pyridine-4-yl)-1H-indazole

https://huagongshe.com/reaction/1661981

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthyl AcetateHCID 8857—
ReactantSodium BicarbonateHCID 516892—
Reactant5-(2-Fluoro-4-nitrophenoxy)-6-(pyridine-4-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazoleHCID 66766866—
SolventEthanolHCID 702—
Product5-(2-fluoro-4-nitrophenoxy)-6-(pyridine-4-yl)-1H-indazoleHCID 6676678686.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 5-(2-fluoro-4-nitrophenoxy)-6-(pyridine-4-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole (2.8 g, 6.45 mmol) in EtOH (30 mL) is added HCl (concentrated 5.0 mL). The mixture is stirred at 80° C. for 2 hours. Then aqueous NaHCO3 and EtOAc are added. The organic phase is dried over anhydrous MgSO4 and concentrated. The residue is purified by silica gel column chromatography eluting with PE:EtOAc (3:1) to give the desired product (1.95 g, 86.0% yield). MS (m/z): 351.0 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030302B2
Source datasetuspto-grants-2011_10
ORD IDord-1b84e0ff10d0491e9b1bc614f25a69b1
Source noteuspto-grants-2011_10