Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2-Fluoro-5-(trifluoromethyl)benzoyl Chloride | HCID 2734880 | — |
| Reactant | HCID 63278673 | HCID 63278673 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66643222 | HCID 66643222 | 67% |
Reaction Steps
To a solution of Example 30A (0.7 g, 2.6 mmol) in tetrahydrofuran (20 mL) were added 2-fluoro-5-(trifluoromethyl)benzoyl chloride (0.46 mL, 3.1 mmol, Aldrich) and pyridine (0.62 mL, 7.6 mmol). After stirring at 60° C. for 16 h, the reaction mixture was cooled and quenched with saturated NaHCO3 (20 mL). The aqueous layer was extracted with ethyl acetate (3×30 mL). The combined organic extracts were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography using an Analogix® Intelliflash280™ (SiO2, O-25% ethyl acetate in methylene chloride) to afford 0.75 g (67%) of the title compound. MS (ESI+) m/z 438 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08859596B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-9f2171c5aca6428887e9e251104ddbda |
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| Source note | uspto-grants-2014_10 |
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