HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 3-(3-bromophenyl)-7-chloro-6-nitro-4-(2-piperidin-2-yl-ethoxy)-1H-quinolin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 2-{2-[3-(3-Bromophenyl)-7-chloro-6-nitro-2-oxo-1,2-dihydroquinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester | HCID 54309467 | — |
| Catalyst | Anisole | HCID 7519 | — |
| Product | 3-(3-bromophenyl)-7-chloro-6-nitro-4-(2-piperidin-2-yl-ethoxy)-1H-quinolin-2-one | HCID 22130002 | 87.1% |
Reaction Steps
To a solution of 2-{2-[3-(3-bromophenyl)-7-chloro-6-nitro-2-oxo-1,2-dihydroquinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester (33 mg in 1.5 mL methylene chloride) was added 2 drops of anisole followed by 1.5 mL of trifluoroacetic acid and the mixture stirred at room temperature. After 1 hour the solvents were removed in vacuo and the resulting residue purified by flash chromatography on silica gel (methylene chloride:methanol, 95:5) to give the title compound (24 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06147088 |
| Source dataset | uspto-grants-2000_11 |
| ORD ID | ord-fb613d76bf0d4c73838efcd1806fd3fa |
| Source note | uspto-grants-2000_11 |