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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1983537Generated: October 31, 2026

Ammonia → C-{3-(3-Fluoro-phenyl)-6-methoxy-1H-indazol-5-yl}-methylamine

https://huagongshe.com/reaction/1983537

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantAluminum(III) ChlorideHCID 6451240—
ReactantAluminium lithium hydrideHCID 21226445—
Reactant3-(3-Fluoro-phenyl)-6-methoxy-1H-indazole-5-carbonitrileHCID 22260780—
SolventTetrahydrofuranHCID 8028—
ProductC-{3-(3-Fluoro-phenyl)-6-methoxy-1H-indazol-5-yl}-methylamineHCID 22260835212.8%

Reaction Steps

A total of 71 mg of lithium aluminium hydride was suspended in 4.7 ml of tetrahydrofuran, 249 mg of aluminium chloride was added under ice-cooling, and the mixture was stirred for 10 minutes. To the reaction mixture was added 50 mg of 3-(3-fluoro-phenyl)-6-methoxy-1H-indazole-5-carbonitrile obtained in Production Example II-1-d, followed by stirring at room temperature for 3 hours. The reaction mixture was ice-cooled, 27% aqueous ammonia was added and the mixture was filtrated through Celite. The filtrate was evaporated, and the residue was purified and separated by silica gel column chromatography (NH silica gel) (ethyl acetate), to give 108 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07541376B2
Source datasetuspto-grants-2009_06
ORD IDord-cc9d003de0e645718dde2ceea5b43f7f
Source noteuspto-grants-2009_06