Potassium Carbonate → 1-(1H-indol-5-yl)-6-{3-[(2R)-2-methylpyrrolidin-1-yl]propoxy}-3,4-dihydroquinolin-2(1H)-one
Reaktionsgleichung
[CH3:1][C@@H:2]1[CH2:6][CH2:5][CH2:4][N:3]1[CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:12]=[C:13]2[C:18](=[CH:19][CH:20]=1)[N:17]([C:21]1[CH:22]=[C:23]3[C:27](=[CH:28][CH:29]=1)[N:26](C(OC(C)(C)C)=O)[CH:25]=[CH:24]3)[C:16](=[O:37])[CH2:15][CH2:14]2.ClCCCN1CCC[C@H]1C.C(=O)([O-])[O-].[K+].[K+]>CO.O>[NH:26]1[C:27]2[C:23](=[CH:22][C:21]([N:17]3[C:18]4[C:13](=[CH:12][C:11]([O:10][CH2:9][CH2:8][CH2:7][N:3]5[CH2:4][CH2:5][CH2:6][C@H:2]5[CH3:1])=[CH:20][CH:19]=4)[CH2:14][CH2:15][C:16]3=[O:37])=[CH:29][CH:28]=2)[CH:24]=[CH:25]1Komponenten
6
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 80 °C
Versuchsvorschrift
To a solution of tert-butyl 5-[6-{3-[(2R)-2-methylpyrrolidin-1-yl]propoxy}-2-oxo-3,4-dihydroquinolin-1(2H)-yl]-1H-indole-1-carboxylate (Compound No. 41) prepared in the same manner as shown in Example 1 (0.050 g) in methanol (0.19 mL), water (0.3 mL) and potassium carbonate (0.041 g) were added and stirred at 80° C. for 2 hours. The reaction mixture was concentrated under reduced pressure, and the resulting residue was purified by NH-type preparative TLC (on three plates of 0.25 mm thickness, developing solvent: ethyl acetate) to give the titled compound (0.0090 g, 2.2%) as a colorless amorphous substance.
Aufarbeitung
- additionwere added
- concentrationThe reaction mixture was concentrated under reduced pressure
- customthe resulting residue was purified by NH-type preparative TLC (on three plates of 0.25 mm thickness, developing solvent: ethyl acetate)
Quellen und Nachweise
- ORD-Eintrag
- ord-058d6b26b4484ba2a32b4e64a6bc7841
- Quelldatensatz
- uspto-grants-2013_12
- Patentnummer
- US08609847B2
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