Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | HCID 86627489 | HCID 86627489 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 86627511 | HCID 86627511 | 5% |
Reaction Steps
33 μL (0.41 mmol) of a 37% aqueous solution of formaldehyde, 20 μL (0.35 mmol) of acetic acid and 26 mg (0.41 mmol) of sodium cyanoborohydride are added to 100 mg (0.37 mmol) of 8-amino-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate (synthesis 64) suspended in 1.2 ml of ethanol. The mixture is stirred for 6 hours at room temperature then 33 μL (0.41 mmol) of a 37% aqueous solution of formaldehyde, 20 μL (0.35 mmol) of acetic acid and 7 mg (0.11 mmol) of sodium cyanoborohydride are added again. The reaction mixture is stirred overnight at room temperature. The solvents are evaporated and the residue obtained is purified by preparative LCMS to give 5 mg (5%) of 8-dimethylamino-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate in the form of a white 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-817136b1aa6c46aeb383b068b2665a36 |
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| Source note | uspto-grants-2013_04 |
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