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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1897463Generated: October 30, 2026

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

https://huagongshe.com/reaction/1897463

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 numberUS08518983B2
Source datasetuspto-grants-2013_08
ORD IDord-68764389ad1d4efcaa1656362845d72b
Source noteuspto-grants-2013_08