Water → Methyl 2-{[1-(1-naphthyl)-5-(2,6-dimethoxyphenyl)-3-pyrazolyl]carbonylamino}-2-adamantanecarboxylate

HRID 37202Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 37202
[C:1]1([N:11]2[C:15]([C:16]3[C:21]([O:22][CH3:23])=[CH:20][CH:19]=[CH:18][C:17]=3[O:24][CH3:25])=[CH:14][C:13]([C:26]([NH:28][C:29]3([C:39]([OH:41])=[O:40])[CH:36]4[CH2:37][CH:32]5[CH2:33][CH:34]([CH2:38][CH:30]3[CH2:31]5)[CH2:35]4)=[O:27])=[N:12]2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.O.[C:43](=O)([O-])[O-].[Cs+].[Cs+]>O1CCCC1.CN(C)C=O>[C:1]1([N:11]2[C:15]([C:16]3[C:17]([O:24][CH3:25])=[CH:18][CH:19]=[CH:20][C:21]=3[O:22][CH3:23])=[CH:14][C:13]([C:26]([NH:28][C:29]3([C:39]([O:41][CH3:43])=[O:40])[CH:36]4[CH2:35][CH:34]5[CH2:33][CH:32]([CH2:31][CH:30]3[CH2:38]5)[CH2:37]4)=[O:27])=[N:12]2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Komponenten

6

Edukt 3

HCID 962WaterHCID 10796Cesium carbonateHCID 189266642-{[1-(1-Naphthyl)-5-(2,6-dimethoxyphenyl)-3-pyrazolyl]carbonylamino}-2-adamantanecarboxylic acid

Produkt 1

HCID 18926647Methyl 2-{[1-(1-naphthyl)-5-(2,6-dimethoxyphenyl)-3-pyrazolyl]carbonylamino}-2-adamantanecarboxylate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

0.5 g of the compound prepared in Example 11 is dissolved in 34.6 ml of anhydrous tetrahydrofuran and 4 ml of dimethylformamide. 3.5 ml of water and 0.208 g of caesium carbonate are added and the reaction mixture is left at room temperature for 1 hour. It is concentrated under vacuum and treated azeotropically with toluene. The residue is taken up in 5 ml of tetrahydrofuran. 0.6 ml of methyl iodide is added and the reaction mixture is left for 1 hour at room temperature. It is concentrated under vacuum, the residue is taken up in water, the mixture is stirred and the precipitate is separated by filtration. The precipitate is washed with water and with pentane.

Aufarbeitung

  1. concentrationIt is concentrated under vacuum
  2. additiontreated azeotropically with toluene
  3. addition0.6 ml of methyl iodide is added
  4. waitthe reaction mixture is left for 1 hour at room temperature
  5. concentrationIt is concentrated under vacuum
  6. customthe precipitate is separated by filtration
  7. washThe precipitate is washed with water and with pentane

Quellen und Nachweise

ORD-Eintrag
ord-90ca7bcc8f9e427baf2b2a2f820ecdd4
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05420141

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