Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Methyl 4-amino-2-methylbenzoate | HCID 11672721 | — |
| Reactant | 4-Chloro-6,7-dimethoxyquinoline-3-carboxamide | HCID 22170204 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22170299 | HCID 22170299 | 47% |
Reaction Steps
A mixture of 4-chloro-6,7-dimethoxy-3-quinolinecarboxamide (0.046 g, 0.35 mmol), methyl 4-amino-2-methylbenzoate acid (0.076 g, 0.46 mmol) and acetic acid (100 μl) in DMF (0.8 ml) was heated at 100° C. for 9 h. After cooling, the mixture was combined with two similar reaction mixtures (starting from 92 and 46 mg 4-chloro-6,7-dimethoxy-3-quinolinecarboxamide respectively) and diluted with water. The mixture was made alkaline with saturated NaHCO3 and the gummy precipitate was collected, washed with water and re-crystallized from methanol to give the title compound (130 mg, 47%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07037925B2 |
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| Source dataset | uspto-grants-2006_05 |
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| ORD ID | ord-5d31ef5c4585439dab97d4e3891dc41e |
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| Source note | uspto-grants-2006_05 |
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