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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1946420Generated: November 4, 2026

Lithium Hexamethyldisilazide → HCID 59547934, compound

https://huagongshe.com/reaction/1946420

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactant4-Methoxy-2-(trifluoromethyl)benzyl bromideHCID 46737574—
ReactantHCID 178522343HCID 178522343—
SolventDimethyl SulfoxideHCID 679—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59547934HCID 59547934—

Reaction Steps

1.0 M lithium bis(trimethylsilyl)amide (100 μl, 0.1 mmol, Aldrich) was slowly added to a solution of 2-fluoro-N-1H-pyrazol-3-ylbenzamide (for a preparation see Intermediate 43) (20.5 mg, 0.1 mmol) in THF (400 μl). The resulting solution was then transferred to a solution of 1-(bromomethyl)-4-(methyloxy)-2-(trifluoromethyl)benzene 24.7 mg, 0.1 mmol, JRD Fluorochemicals Ltd) in THF (200 μl) and stirred for 2 h under nitrogen at ambient temperature. The mixture was diluted with DMSO (0.6 ml) and purified by MDAP using the Sunfire C18 column (Method D) using Acetonitrile-Water with a TFA modifier. The solvent was removed under a stream of nitrogen to give the title compound (27 mg). LCMS (System 4)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399436B2
Source datasetuspto-grants-2013_03
ORD IDord-337a1fa4090f47ee82b68793ad1e6a08
Source noteuspto-grants-2013_03