HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 15167906, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | Isoindoline | HCID 422478 | — |
| Reactant | 5-Amino-1-cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid | HCID 13910947 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 15167906 | HCID 15167906 | 54% |
Reaction Steps
A mixture of 200 mg of 1-cyclopropyl-5-amino-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid, 87 mg of isoindoline, 200 mg of DBU, and 1.5 ml of anhydrous DMF was heated at 110°-115° C. for 20 minutes while stirring. After cooling, 30 ml of chloroform and 10 ml of 5% acetic acid were added to the resulting reaction mixture. The mixture was thoroughly stirred and the organic layer was separated. The water layer was extracted once more with 20 ml of chloroform. The extract, mixed with the organic layer, was dried over magnesium sulfate, and condensed. The residue was recrystallized from a mixed solvent of chloroform and methanol to obtain 144 mg of the target compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05026856 |
| Source dataset | uspto-grants-1991_06 |
| ORD ID | ord-9c13582fa76e4dcd97cba31873bf295d |
| Source note | uspto-grants-1991_06 |