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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1946423Erstellt: 26. Oktober 2026

Lithium Hexamethyldisilazide → N-(1-{[2-fluoro-6-(trifluoromethyl)phenyl]methyl}-1H-pyrazol-3-yl)-2-methylbenzamide

https://huagongshe.com/reaction/1946423

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktLithium HexamethyldisilazideHCID 2733832—
Edukt2-(Bromomethyl)-1-fluoro-3-(trifluoromethyl)benzeneHCID 2737573—
EduktHCID 178424292HCID 178424292—
LösungsmittelDimethyl SulfoxideHCID 679—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktN-(1-{[2-fluoro-6-(trifluoromethyl)phenyl]methyl}-1H-pyrazol-3-yl)-2-methylbenzamideHCID 59547859—

Reaktionsschritte

1.0 M lithium bis(trimethylsilyl)amide (100 μl, 0.1 mmol, Aldrich) was slowly added to a solution of 2-methyl-N-1H-pyrazol-3-ylbenzamide (for a preparation see Intermediate 46)(22 mg, 0.1 mmol) in THF (400 μl). The resulting solution was then transferred to a solution of 2-fluoro-6-(trifluoromethyl)benzyl bromide (26 mg, 0.1 mmol, Aldrich) in THF (200 μl) and stirred for 1 h under nitrogen at ambient temperature. The mixture was diluted with DMSO (0.6 ml) and purified by MDAP using a Sunfire C18 (Method D) column 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 3) MH+=378, tRET=1.13 min.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08399436B2
Quelldatensatzuspto-grants-2013_03
ORD IDord-e1bd2aa9fd4f4ffb913c7bfc0a1a7f4c
Quellennotizuspto-grants-2013_03