HuagongsheHuagongshe Chemistry Print Report · For research reference only
8-(Benzyloxy)-5-(oxiran-2-yl)quinolin-2(1H)-one → 8-benzyloxy-5-{1-hydroxy-2-[1-(4-methoxy-benzyl)-cyclopropylamino]-ethyl}-1H-quinolin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 8-(Benzyloxy)-5-(oxiran-2-yl)quinolin-2(1H)-one | HCID 13897641 | — |
| Reactant | 1-(4-Methoxybenzyl)cyclopropanamine | HCID 23106092 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | 8-benzyloxy-5-{1-hydroxy-2-[1-(4-methoxy-benzyl)-cyclopropylamino]-ethyl}-1H-quinolin-2-one | HCID 23106080 | — |
Reaction Steps
587 mg (2.0 mmol) 8-benzyloxy-5-oxiranyl-1H-quinolin-2-one and 480 mg (2.7 mmol) 1-(4-methoxy-benzyl)-cyclopropylamine are refluxed in 10 mL n-butanol for 10 hours. Then the solvent is distilled off and the residue is purified by chromatography (reverse phase, water/acetonitrile gradient). Yield: 259 mg (27%); mass spectroscopy: [M+H]+=471.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07563806B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-49dbe162998b4b7bb756ef757fe0ca72 |
| Source note | uspto-grants-2009_07 |