HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 178448479, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Fluoro-5-(trifluoromethyl)benzoic acid | HCID 688292 | — |
| Reactant | Propylphosphoric anhydride | HCID 16167369 | — |
| Reactant | HCID 66643290 | HCID 66643290 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178448479 | HCID 178448479 | 44.2% |
Reaction Steps
A mixture of Example 92A (315 mg, 1.3 mmol), 2-fluoro-5-(trifluoromethyl)benzoic acid (324 mg, 1.56 mmol), Et3N (543 μL, 3.89 mmol) and propylphosphonic anhydride (927 μL, 1.56 mmol) in THF (15 mL) was stirred at room temperature for 12 hours. The reaction mixture was quenched with NaHCO3 and extracted twice with EtOAc. The combined organic extracts were dried over MgSO4, filtered and concentrated. The residue was purified by column chromatography using an Analogix® Intelliflash280™ (SiO2, 10-100% EtOAc/hexanes gradient) to afford 228 mg (44%) of the title compound. MS (DCI/NH3) m/z 397 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08859596B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-1df7cca57a514b92821de92fa0d35eae |
| Source note | uspto-grants-2014_10 |