Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Ethylenediamine | HCID 3301 | — |
| Reactant | HCID 3793602 | HCID 3793602 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 18448968 | HCID 18448968 | 24.8% |
Reaction Steps
To a solution of 1-Benzyl-6-chloro-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid (300 mg) in 1-methyl-2-pyrrolidinone (6 mL) was added ethylenediamine (170 mg) under argon atmosphere. The mixture was heated at 120° C. for 18 h and then at 145° C. for 4 h. The reaction mixture was cooled and poured into water (12 mL). The pH value was adjusted with acetic acid to 7.0–7.5. The reaction mixture was extracted with DCM (5×30 mnL). The organic phase was dried over Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by silica SPE-column (eluent: from DCM 100% to DCM/MeOH/NH4OH 85/13/2) giving the title compound (80 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07202221B2 |
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| Source dataset | uspto-grants-2007_04 |
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| ORD ID | ord-11786446c9f24c4e9a6695f7d5b97340 |
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| Source note | uspto-grants-2007_04 |
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