HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Lithium Hexamethyldisilazide → N-(1-{[2-fluoro-6-(trifluoromethyl)phenyl]methyl}-1H-pyrazol-3-yl)-2-methylbenzamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Edukt | 2-(Bromomethyl)-1-fluoro-3-(trifluoromethyl)benzene | HCID 2737573 | — |
| Edukt | HCID 178424292 | HCID 178424292 | — |
| Lösungsmittel | Dimethyl Sulfoxide | HCID 679 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | N-(1-{[2-fluoro-6-(trifluoromethyl)phenyl]methyl}-1H-pyrazol-3-yl)-2-methylbenzamide | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08399436B2 |
| Quelldatensatz | uspto-grants-2013_03 |
| ORD ID | ord-e1bd2aa9fd4f4ffb913c7bfc0a1a7f4c |
| Quellennotiz | uspto-grants-2013_03 |