Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 178522923 | HCID 178522923 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 178493638 | HCID 178493638 | — |
Reaction Steps
N-((4-Chlorophenyl)methyl)-4-hydroxy-6,7,8-trifluoro-3-quinolinecarboxamide (366 mg) from Example No. 15 and sodium hydride (60% dispersion, 160 mg) are dissolved in DMF (10 mL) and to the mixture is added methanol (200 μL). The mixture is heated at 140° C. for 1 h. The reaction mixture is allowed to cool to rt, poured into water (40 mL), acidified with acetic acid (10 mL), and is filtered. The crude product is recrystalized from acetic acid/water and then from toluene to afford 174 mg of the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06093732 |
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| Source dataset | uspto-grants-2000_07 |
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| ORD ID | ord-1ed5725eee9d44bb9ee5463b6fce31c6 |
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| Source note | uspto-grants-2000_07 |
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