Lithium hydroxide, monohydrate → 3-[3-(5-Chloro-2-{2-[4-(4-fluoro-benzyl)-(2R)-2-methyl-piperazin-1-yl]-2-oxo-ethoxy}-phenyl)-ureido]-propionic Acid
Reaktionsgleichung
C[O:2][C:3](=[O:36])[CH2:4][CH2:5][NH:6][C:7]([NH:9][C:10]1[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:11]=1[O:17][CH2:18][C:19]([N:21]1[CH2:26][CH2:25][N:24]([CH2:27][C:28]2[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=2)[CH2:23][C@H:22]1[CH3:35])=[O:20])=[O:8].O.[OH-].[Li+]>O1CCCC1.CO.O>[Cl:16][C:14]1[CH:13]=[CH:12][C:11]([O:17][CH2:18][C:19]([N:21]2[CH2:26][CH2:25][N:24]([CH2:27][C:28]3[CH:29]=[CH:30][C:31]([F:34])=[CH:32][CH:33]=3)[CH2:23][C@H:22]2[CH3:35])=[O:20])=[C:10]([NH:9][C:7](=[O:8])[NH:6][CH2:5][CH2:4][C:3]([OH:36])=[O:2])[CH:15]=1Komponenten
6
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 3
Versuchsvorschrift
To a solution of 3-[3-(5-chloro-2-{2-[4-(4-fluoro-benzyl)-(2R)-2-methyl-piperazin-1-yl]-2-oxo-ethoxy}-phenyl)-ureido]-propionic acid methyl ester (0.057 g, 0.11 mmol) in tetrahydrofuran (3 mL), methanol (3 mL) and water (1 mL) was added lithium hydroxide monohydrate (0.023 g, 0.55 mmol). The reaction was stirred at ambient temperature overnight, concentrated in vacuo, taken up in methanol, passed through an ion exchange column and then treated with hydrogen chloride gas to give the title compound as its hydrochloride salt (0.035 g, LRMS: 507.2).
Aufarbeitung
- concentrationconcentrated in vacuo
- additiontreated with hydrogen chloride gas
Quellen und Nachweise
- ORD-Eintrag
- ord-f75693f6867e4644b7b4bb511c63c3fc
- Quelldatensatz
- uspto-grants-2006_08
- Patentnummer
- US07098212B2
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