Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Bromoacetic anhydride | HCID 4259817 | — |
| Reactant | HCID 178469661 | HCID 178469661 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 12083024 | HCID 12083024 | 83.8% |
Reaction Steps
Bromoacetic anhydride (280 mg) is added to ethyl 8-amino-4-hydroxy-6-(4-morpholinylmethyl)-3-quinolinecarboxylate (Preparation 2, 330 mg) in DMF (4.0 mL). Triethylamine (400 mg) is added and the reaction is heated for 10 min at 60° C. After 1 h, the DMF is removed and the product is chromatographed on silica gel with 10% methanol as the eluant to give 310 mg of the title compound as a mixture with triethylamine hydrobromide. Physical characteristics: 1H NMR (DMSO-d6) δ1.40, 2.45, 3.56, 3.69, 4.39, 4.88, 7.49, 7.97, 8.34.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06624159B2 |
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| Source dataset | uspto-grants-2003_09 |
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| ORD ID | ord-020301db948b4fa68fa146015877e888 |
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| Source note | uspto-grants-2003_09 |
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