Benzene → HCID 86592013, Verbindung
Reaktionsgleichung
[NH2:1][C:2]1[CH:31]=[CH:30][C:5]([C:6]([N:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C@H:11]([N:18]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[C:19](=[O:22])[CH2:20][CH3:21])[CH2:10][C@@H:9]2[CH3:29])=[O:7])=[CH:4][CH:3]=1.C(O)(=O)CC.[CH:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1>>[CH3:40][C:39]1[N:1]([C:2]2[CH:3]=[CH:4][C:5]([C:6]([N:8]3[C:17]4[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=4)[C@H:11]([N:18]([C:23]4[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=4)[C:19](=[O:22])[CH2:20][CH3:21])[CH2:10][C@@H:9]3[CH3:29])=[O:7])=[CH:30][CH:31]=2)[C:42]([CH3:41])=[CH:37][CH:38]=1Komponenten
Versuchsvorschrift
(±)-Cis-N-{1-[4-(2,5-dimethyl-pyrrol-1-yl)-benzoyl]-2-methyl-1,2,3,4-tetrahydro-quinolin-4-yl}-N-phenyl-propionamide was prepared from (±)-cis-N-[1-(4-amino-benzoyl)-2-methyl-1,2,3,4-tetrahydro-quinolin-4-yl]-N-phenyl-propionamide. A solution of (±)-cis-N-[1-(4-amino-benzoyl)-2-methyl-1,2,3,4-tetrahydro-quinolin-4-yl]-N-phenyl-propionamide (150 mg, 0.36 mmol), and propionic acid (0.5 ml) in dry benzene (20 ml) was heated at reflux under argon in a flask equipped with a Dean-Stark trap while stirring with the exclusion of light. The resulting solution was cooled to room temperature, and concentrated under vacuum. Recovered oil was purified by silica gel chromatography, eluting with hexane-ethyl acetate (3:1) to give the title compound (140 mg, 80%).
Aufarbeitung
- temperatureat reflux under argon in a flask
- customequipped with a Dean-Stark trap
- concentrationconcentrated under vacuum
- customRecovered oil
- customwas purified by silica gel chromatography
- washeluting with hexane-ethyl acetate (3:1)
Quellen und Nachweise
- ORD-Eintrag
- ord-afd5bdb5e9ec4016b8f7918cf852fbd9
- Quelldatensatz
- uspto-grants-2009_03
- Patentnummer
- US07504508B2
Notizen zur Reaktion
Wird geladen…