HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 7-Chloro-6-nitro-4-(2-piperidin-2-yl-ethoxy)-3-thiophen-2-yl-1H-quinolin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 2-[2-(7-Chloro-6-nitro-2-oxo-3-thiophen-2-yl-1,2-dihydro-quinolin-4-yloxy)-ethyl]-piperidine-1-carboxylic acid tert-butyl ester | HCID 53693923 | — |
| Catalyst | Anisole | HCID 7519 | — |
| Product | 7-Chloro-6-nitro-4-(2-piperidin-2-yl-ethoxy)-3-thiophen-2-yl-1H-quinolin-2-one | HCID 9845762 | 68.4% |
Reaction Steps
To a solution of 2-[2-(7-chloro-6-nitro-2-oxo-3-thiophen-2-yl-1,2-dihydro-quinolin-4-yloxy)-ethyl]-piperidine-1-carboxylic acid tert-butyl ester (45 mg in 2.0 mL methylene chloride) was added 2 drops of anisole followed by 1.0 mL of trifluoroacetic acid and the mixture stirred at room temperature. After 45 minutes 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 (25 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06162813 |
| Source dataset | uspto-grants-2000_12 |
| ORD ID | ord-3e4c438726394c52a2963ee08b0b78fa |
| Source note | uspto-grants-2000_12 |