HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl-pyrrolidin-3-ylmethyl-amine → HCID 13728331, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl-pyrrolidin-3-ylmethyl-amine | HCID 13491786 | — |
| Reactant | 1-(4-Fluorophenyl)-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid | HCID 13728330 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 13728331 | HCID 13728331 | 87.6% |
Reaction Steps
To 0.62 g (1.8 mmol) of 6,7,8-trifluoro-1-(4-fluorophenyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid in 15 ml of acetonitrile was added 0.23 g (1.0 equivalent) of N-ethyl-3-pyrrolidinemethanamine and 0.28 g (1.0 equivalent) of 1,8-diazobicyclo [5.4.0]undec-7-ene in 5 ml of acetonitrile. The reaction was refluxed for one hour and then checked by thin layer chromatography. Excess (10%) N-ethyl-3-pyrrolidine methanamine was added as necessary and the mixture heated to reflux for an additional two hours. The solids were then filtered and washed with ether to give 0.70 g of 7-[3-[(ethylamino)methyl]-1-pyrrolidinyl]-6,8-difluoro-1-(4-fluorophenyl)-1,4-dihydro-4-oxo-3-quinoline carboxylic acid, mp 249°-251° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04617308 |
| Source dataset | uspto-grants-1986_10 |
| ORD ID | ord-c99fb55df50d41358f7174c8ad2c008a |
| Source note | uspto-grants-1986_10 |