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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1532581Generated: November 2, 2026

Tetrahydrofuran → 3-(3-Fluoro-5-chloro-2-pyridyl)-4-amino-5difluoromethoxy-1-methyl-[1H]-pyrazole

https://huagongshe.com/reaction/1532581

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant3-(3-Fluoro-5-chloro-2-pyridyl)-4-nitro-5-difluoromethoxy-1-methyl-[1H]-pyrazoleHCID 22013565—
ReactantHCID 178418361HCID 178418361—
CatalystNickelHCID 935—
SolventEthanolHCID 702—
Product3-(3-Fluoro-5-chloro-2-pyridyl)-4-amino-5difluoromethoxy-1-methyl-[1H]-pyrazoleHCID 22013559—

Reaction Steps

4.2 g of 3-(3-fluoro-5-chloro-2-pyridyl)-4-nitro-5-difluoromethoxy-1-methyl-[1H]-pyrazole (Example H47) are initially introduced into the reaction vessel together with 40 ml of tetrahydrofuran, and 5.8 g of Raney nickel in ethanol are added. Hydrogenation is carried out under normal pressure and at a temperature of 30-35° C. After uptake of 728 ml of hydrogen, the hydrogenation is interrupted and the reaction mixture is filtered over Hyflo. After removal of the solvent in vacuo, 3.15 g of the desired title compound are obtained as a brown solid of melting point 92-94° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06204221B1
Source datasetuspto-grants-2001_03
ORD IDord-5e58418e08774547a7d15f032556f7af
Source noteuspto-grants-2001_03