Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 4-Mercaptobenzoic acid | HCID 95738 | — |
| Reactant | HCID 69824086 | HCID 69824086 | — |
| Catalyst | HCID 178419072 | HCID 178419072 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 69883377 | HCID 69883377 | 89.3% |
Reaction Steps
4-Mercaptobenzoic acid (308 mg) was added to a suspension of Copper(I) oxide (93 mg) and (R)-N-(2-methyl-3-chloro-4-iodo-phenyl)-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide (Method 46) (530 mg) in DMF (5 ml). The mixture was heated under Argon to 150° C. for 4.5 hours. The mixture was allowed to cool to ambient temperature and EtOAc (100 ml) was added and the resulting suspension was filtered through diatomaceous earth, and volatile material was removed by evaporation. The residue was purified by chromatography, eluting with 5-10% MeOH in DCM to give the title compound (504 mg). NMR: 1.58 (s, 3H), 2.26 (s, 3H), 7.34 (m, 4H), 7.51 (brs, 1H), 7.92 (brs, 2H), 9.94 (s, 1H), 13.00 (brs, 1H); m/z 432.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06689909B1 |
|---|
| Source dataset | uspto-grants-2004_02 |
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| ORD ID | ord-3fe7bba0ea1e478f9481203abd573099 |
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| Source note | uspto-grants-2004_02 |
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