Cesium carbonate → Dimethyl 4-benzyloxy-1-{2-[(tert-butoxycarbonyl)amino]-1-(ethoxycarbonyl)ethyl}-1H-pyrazole-3,5-dicarboxylate

HRID 1453837

Reaktionsgleichung

Reaktionsgleichung von HRID 1453837
[CH2:1]([O:8][C:9]1[C:10]([C:18]([O:20][CH3:21])=[O:19])=[N:11][NH:12][C:13]=1[C:14]([O:16][CH3:17])=[O:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:22]([O:26][C:27]([NH:29][CH2:30][CH:31](OS(C)(=O)=O)[C:32]([O:34][CH2:35][CH3:36])=[O:33])=[O:28])([CH3:25])([CH3:24])[CH3:23].C([O-])([O-])=O.[Cs+].[Cs+]>CC#N>[CH2:1]([O:8][C:9]1[C:13]([C:14]([O:16][CH3:17])=[O:15])=[N:12][N:11]([CH:31]([C:32]([O:34][CH2:35][CH3:36])=[O:33])[CH2:30][NH:29][C:27]([O:26][C:22]([CH3:25])([CH3:23])[CH3:24])=[O:28])[C:10]=1[C:18]([O:20][CH3:21])=[O:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 10796Cesium carbonateHCID 57528491dimethyl 4-benzyloxy-1H-pyrazole-3,5-dicarboxylateHCID 86617817Ethyl 3-[(tert-butoxycarbonyl)amino]-2-(methylsulfonyloxy)propanoate

Produkt 1

HCID 68952340Dimethyl 4-benzyloxy-1-{2-[(tert-butoxycarbonyl)amino]-1-(ethoxycarbonyl)ethyl}-1H-pyrazole-3,5-dicarboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

To a solution of dimethyl 4-benzyloxy-1H-pyrazole-3,5-dicarboxylate (4.0 g, 13.8 mmol) and ethyl 3-[(tert-butoxycarbonyl)amino]-2-(methylsulfonyloxy)propanoate (4.29 g, 13.8 mmol) in anhydrous CH3CN (200 mL) was added Cs2CO3 (4.49 g, 13.8 mmol). The mixture was heated to 50° C. overnight, cooled to room temperature, and filtered. The filtrate was concentrated in vacuo to afford the title product as a pale yellow oil. ES MS (M+H)=506.

Aufarbeitung

  1. temperaturecooled to room temperature
  2. filtrationfiltered
  3. concentrationThe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-3551b1420a9d47008d3cdb63cd312737
Quelldatensatz
uspto-grants-2009_01
Patentnummer
US07476666B2

Verknüpfte Notizen

Wird geladen…