HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 7-[3-(Aminomethyl)-3-methyl-1-pyrrolidinyl]-1-cyclopropyl-6,8-difluoro-1,4-dihydro-5-methyl-4-oxo-3-quinolinecarboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (3-Methylpyrrolidin-3-YL)methanamine | HCID 14235023 | — |
| Reactant | 1-Cyclopropyl-5-methyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid | HCID 14651258 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 7-[3-(Aminomethyl)-3-methyl-1-pyrrolidinyl]-1-cyclopropyl-6,8-difluoro-1,4-dihydro-5-methyl-4-oxo-3-quinolinecarboxylic acid | HCID 14774108 | 77.2% |
Reaction Steps
A mixture of 0.60 g (2.02 mmol) of 1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-5-methyl-4-oxo-3-quinolinecarboxylic acid, 0.28 g (2.45 mmol) of 3-methyl-3-pyrrolidinemethanamine, 0.61 g (6.06 mmol) of triethylamine, and 20 mL of acetonitrile was refluxed for 4 hours, then stirred at room temperature overnight. The precipitate was removed by filtration, washed with ether, and dried in vacuo to give 0.61 g of the title compound, mp 182°-184° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05585491 |
| Source dataset | uspto-grants-1996_12 |
| ORD ID | ord-d99e43ed26e6485ba6232221a88c5387 |
| Source note | uspto-grants-1996_12 |