Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 2,3,4-trifluorobenzoate | HCID 2760117 | — |
| Reactant | HCID 67408030 | HCID 67408030 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57742969 | HCID 57742969 | — |
Reaction Steps
Methyl 3,4-difluoro-2-(methylamino)benzoate. A mixture of methyl 2,3,4-trifluorobenzoate (available from Oakwood Products, West Columbia, S.C.) (5.00 g, 26 mmol), and potassium carbonate (4.0 g, 29 mmol) was treated with 2M methylamine in THF (17 mL, 34 mmol), and stirred at 24° C. for 18 hours. The mixture was diluted with EtOAc, washed with water, dried over MgSO4, and evaporated. The crude product was purified by flash chromatography (EtOAc/hexanes) to give the title compound. MS (ESI) m/z: Calculated; 201.2: Observed; 202.1. 1H NMR (300 MHz, CDCl3) δ ppm 7.54-7.67 (1H, m), 6.26-6.43 (1H, m), 3.94 (1H, s), 3.84 (3H, s), 3.15 (3H, dd, J=6.8, 5.5 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08048894B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-643999c9230743fca3c82a458febd0d5 |
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| Source note | uspto-grants-2011_11 |
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