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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2112173Generated: November 1, 2026

Aluminium lithium hydride → 5-Fluoro-2-(3-methyl-benzo[d]isoxazol-6-yloxy)-benzylamine

https://huagongshe.com/reaction/2112173

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAluminium lithium hydrideHCID 21226445—
Reactant5-Fluoro-2-(3-methyl-benzo[d]isoxazol-6-yloxy)-benzonitrileHCID 57484118—
SolventTetrahydrofuranHCID 8028—
Product5-Fluoro-2-(3-methyl-benzo[d]isoxazol-6-yloxy)-benzylamineHCID 5748411978.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

5-fluoro-2-(3-methyl-benzo[d]isoxazol-6-yloxy)-benzonitrile (3v) (84 mg, 0.31 mmol; prepared as described in Example 108) was dissolved in THF (3 mL) and cooled to 0° C. A solution of lithium aluminum hydride in THF (0.35 mL, 0.35 mmol) was added slowly and the reaction was allowed to warm to room temperature. After 1 hour the reaction was quenched by the portion-wise addition of sodium sulfate decahydrate at 0° C. until gas evolution ceased. THF was added and the mixture was filtered through celite and eluted with EtOAc. The solution was concentrated to provide crude product (9v) (66 mg) which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07521447B2
Source datasetuspto-grants-2009_04
ORD IDord-3d79a7781a8a4873b82ac77a5b6edf22
Source noteuspto-grants-2009_04