HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-1-Cyclopropyl-7-[3-[[(1,1-dimethylethoxy)carbonyl]amino]-1-pyrrolidinyl]-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, ethyl ester → (S)-7-[3-(Amino)-1-pyrrolidinyl]-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-1-Cyclopropyl-7-[3-[[(1,1-dimethylethoxy)carbonyl]amino]-1-pyrrolidinyl]-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, ethyl ester | HCID 14555482 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | (S)-7-[3-(Amino)-1-pyrrolidinyl]-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, ethyl ester | HCID 14555485 | 94.3% |
Reaction Steps
A solution of 23.9 g (50 mmol) of (S)-1-cyclopropyl-7-[3-[[(1,1-dimethylethoxy)carbonyl]amino]-1-pyrrolidinyl]-6,8-difluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid, ethyl ester in 150 ml of trifluoroacetic acid was stirred at room temperature for four hours. The solvent was removed in vacuo and the residue was triturated with 5% sodium bicarbonate. The solid was removed by filtration, washed 5% sodium bicarbonate, water and dried in vacuo to give 17.8 g of the title compound, mp 227°-228°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04851418 |
| Source dataset | uspto-grants-1989_07 |
| ORD ID | ord-6c71886f83b546709b8e37067f8b0f7f |
| Source note | uspto-grants-1989_07 |