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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1754385Generated: November 1, 2026

Aluminium lithium hydride → HCID 83877737, compound

https://huagongshe.com/reaction/1754385

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 86724386HCID 86724386—
SolventTetrahydrofuranHCID 8028—
SolventAmmonium HydroxideHCID 14923—
SolventDichloromethane methanolHCID 21226129—
ProductHCID 83877737HCID 8387773790.4%

Reaction Conditions

Temperature45 °C

Reaction Steps

A mixture of N-[1-(4-fluorophenyl)pyrazol-4-yl]formamide (0.275 g, 1.33 mmol) and LiAlH4 (1.33 mL, 2.66 mmol, 2 M in THF) in THF (5 mL) was heated at 45° C. for 1 h. The reaction mixture was cooled to room temperature and diluted with 5 mL of concentrated ammonium hydroxide and 80 mL of 20% MeOH/CH2Cl2. The organic layer was separated, dried over anhydrous sodium sulfate, filtered, concentrated in vacuo, and purified by flash chromatography (SiO2, 0-100% EtOAc/CH2Cl2 gradient elution) to give 1-(4-fluorophenyl)-N-methylpyrazol-4-amine as an oil (0.23 g, 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09169248B2
Source datasetuspto-grants-2015_10
ORD IDord-e789903b0fd94a669f5c496f8c8b4779
Source noteuspto-grants-2015_10