Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formic Acid | HCID 284 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 68937404 | HCID 68937404 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86627512 | HCID 86627512 | 74% |
Reaction Steps
74 μL (1.95 mmol) of formic acid is added slowly to 153 μL (1.63 mmol) of acetic anhydride cooled on an ice bath, then the reaction mixture is stirred for 2 hours at 60° C. The mixture is cooled to room temperature then added to a solution of 500 mg (1.63 mmol) of 8-amino-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate hydrochloride (synthesis 64) dissolved in 5 mL of anhydrous dimethylformamide and 460 μL (3.25 mmol) of triethylamine. The reaction mixture is stirred for 2 hours at 60° C. The solvent is evaporated and the residue is triturated in hot methanol to give 359 mg (74%) of 8-formylamino-4-oxo-4,5-dihydro-3H -pyrrolo[2,3-c]quinoline-1-ethyl carboxylate in the form of a pale pink solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08426437B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-5f843267eaaf40eb99f93d2d1975cf74 |
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| Source note | uspto-grants-2013_04 |
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