Water → HCID 178463240, Verbindung

HRID 1527789Notizen

Reaktionsgleichung

[C:1]([O:5][C:6]([NH:8][C@H:9]1[CH2:14][CH2:13][C@H:12]([N:15]([CH2:34][CH3:35])[C:16]2[C:17]([CH3:33])=[C:18]([C:29]([O:31][CH3:32])=[O:30])[CH:19]=[C:20]([C:22]3[CH:27]=[CH:26][C:25]([OH:28])=[CH:24][CH:23]=3)[CH:21]=2)[CH2:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].Br[CH2:37][CH2:38][O:39][CH3:40].C([O-])([O-])=O.[Cs+].[Cs+].O>C(#N)C>[C:1]([O:5][C:6]([NH:8][C@H:9]1[CH2:14][CH2:13][C@H:12]([N:15]([CH2:34][CH3:35])[C:16]2[C:17]([CH3:33])=[C:18]([C:29]([O:31][CH3:32])=[O:30])[CH:19]=[C:20]([C:22]3[CH:23]=[CH:24][C:25]([O:28][CH2:37][CH2:38][O:39][CH3:40])=[CH:26][CH:27]=3)[CH:21]=2)[CH2:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Komponenten

Reaktionsbedingungen

Temperatur: 80 °C

Versuchsvorschrift

To a stirred solution of methyl 5-(((trans)-4-((tert-butoxycarbonyl)amino)cyclohexyl)(ethyl)amino)-4′-hydroxy-4-methyl-[1,1′-biphenyl]-3-carboxylate (0.6 g, 1.24 mmol) and 1-bromo-2-methoxyethane (0.519 g, 3.73 mmol) in acetonitrile (6 mL), Cs2CO3 (0.485 g, 1.49 mmol) was added and reaction was stirred at 80° C. for 12 h. On completion, water was added to it and extracted with ethyl acetate. The combined organic layers were dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude compound was purified by column chromatography to afford the title compound (0.6 g, 76.5% yield).

Aufarbeitung

customreaction
extractionextracted with ethyl acetate
dry with materialThe combined organic layers were dried over anhydrous sodium sulfate
concentrationconcentrated under reduced pressure
customThe crude compound was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag: ord-c57c172285f347bfa9a95934411b07ff
Quelldatensatz: uspto-grants-2015_07
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US09089575B2

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