HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-butyl N-(pyrrolidin-3-yl)carbamate → 7-fluoro-8-[3(-t-butoxycarbonylamino)-1-pyrrolidinyl]-5-oxo-1,2-dihydro-5H-thiazolo[3,2-a]quinoline-4-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-butyl N-(pyrrolidin-3-yl)carbamate | HCID 2757234 | — |
| Reactant | 8-chloro-7-fluoro-5-oxo-1,2-dihydro-5H-thiazolo(3,2-a)quinoline-4-carboxylic acid | HCID 10470045 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 7-fluoro-8-[3(-t-butoxycarbonylamino)-1-pyrrolidinyl]-5-oxo-1,2-dihydro-5H-thiazolo[3,2-a]quinoline-4-carboxylic acid | HCID 13726207 | — |
Reaction Steps
A mixture of 9.0 g (30 mmol) of 8-chloro-7-fluoro-5-oxo-1,2-dihydro-5H-thiazolo[3,2-a]quinoline-4-carboxylic acid, 8.37 g (45 mmol) of 3-(t-butoxycarbonylamino)pyrrolidine and 100 ml of pyridine is heated at reflux for 18 hours. The solvent is removed in vacuo and the residue triturated with water. The solid which forms is removed by filtration, washed with water and dried in vacuo to give 7-fluoro-8-[3(-t-butoxycarbonylamino)-1-pyrrolidinyl]-5-oxo-1,2-dihydro-5H-thiazolo[3,2-a]quinoline-4-carboxylic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04550104 |
| Source dataset | uspto-grants-1985_10 |
| ORD ID | ord-94ddbb1d7654416caeab869901c8a0c5 |
| Source note | uspto-grants-1985_10 |