HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 7-fluoro-1-[2-(S)-fluoro-1-(R)-cyclopropyl]-1,4-dihydro-4-oxoquinoline-3-Carboxylic Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | ethyl 7-fluoro-1-[2-(S)-fluoro-1-(R)-cyclopropyl]-1,4-dihydro-4-oxoquinoline-3-carboxylate | HCID 67271230 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 7-fluoro-1-[2-(S)-fluoro-1-(R)-cyclopropyl]-1,4-dihydro-4-oxoquinoline-3-Carboxylic Acid | HCID 67271498 | 95.2% |
Reaction Steps
A mixture of ethyl 7-fluoro-1-[2-(S)-fluoro-1-(R)-cyclopropyl]-1,4-dihydro-4-oxoquinoline-3-carboxylate (4.08 g, 13.9 mmol), acetic acid (9 ml) and concentrated hydrochloric acid (9 ml) was heated under reflux for 21 hour. After cooling the reaction solution with ice, ice water (50 ml) was poured into the reaction solution, the precipitated crystals were filtered out, and after washing with excess water, a small amount of cold ethanol and excess diethyl ether, the crystals were dried under a reduced pressure at 80° C. for 16 hours. 3.51 g (95%) of the title compound was thereby obtained in the form of a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07902226B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-27ba94ab08534ceabd497bb598066fc4 |
| Source note | uspto-grants-2011_03 |