Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Tributylvinyltin | HCID 81998 | — |
| Reactant | HCID 69003698 | HCID 69003698 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 69001310 | HCID 69001310 | — |
Reaction Steps
5-Methyl-2-(2′-fluoro-4′-bromo-3′-trifluoromethylanilino)phenylacetic acid N,N-dimethyl amide prepared by method outlined in example 3 (0.8 g, 1.7 mmol), Pd(PPh3)4 (0.1 g, 0.09 mmol), and vinyl tributylstannane (0.6 g, 1.9 mmol) in DMF (5 mL) is heated to 120° C. under nitrogen overnight. After cooling, the reaction is portioned between EtOAc and saturated aqueous solution of NaCl. The separated organic layer is washed twice with fresh saturated aqueous solution of NaCl. The EtOAc layer is dried and concentrated under reduced pressure. The residue is purified by flash chromatography to give 5-Methyl-2-(2′-fluor-4′-vinyl-3′-trifluoromethylanilino)phenylacetic acid N,N-dimethyl amide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08362294B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-3b12853d439844b986574efb03202b4c |
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| Source note | uspto-grants-2013_01 |
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