Ethyl Acetate → HCID 11740793, Verbindung

HRID 2355002Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2355002
[H-].[Al+3].[Li+].[H-].[H-].[H-].C[O:8][C:9](=O)[C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17]2[CH:22]=[C:21]([C:23](=[O:30])[NH:24][C:25]3[S:26][CH:27]=[CH:28][N:29]=3)[CH:20]=[C:19]([O:31][CH:32]([CH3:34])[CH3:33])[CH:18]=2)=[N:12][CH:11]=1.C(=O)([O-])O.[Na+].C(OCC)(=O)C>O1CCCC1>[OH:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17]2[CH:22]=[C:21]([CH:20]=[C:19]([O:31][CH:32]([CH3:34])[CH3:33])[CH:18]=2)[C:23]([NH:24][C:25]2[S:26][CH:27]=[CH:28][N:29]=2)=[O:30])=[N:12][CH:11]=1

Komponenten

6

Edukt 4

HCID 8857Ethyl AcetateHCID 516892Sodium BicarbonateHCID 10431879HCID 10431879, VerbindungHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 11740793HCID 11740793, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

After adding 6.0 mg (0.16 mmol) of lithium aluminum hydride to a solution of 60.0 mg (0.15 mmol) of the 6-[3-isopropoxy-5-(thiazol-2-ylcarbamoyl)-phenoxy]-nicotinic acid methyl ester obtained in Production Example 65 in tetrahydrofuran (5.0 ml) while cooling on ice, the mixture was stirred at 0° C. for 1 hour. Saturated aqueous sodium hydrogencarbonate was added to the reaction mixture, extraction was performed with ethyl acetate, and the organic layer was dried and then concentrated under reduced pressure. The obtained residue was purified by silica gel chromatography (chloroform:methanol=30:1) to obtain the title compound as a white solid. The analysis data for the compound obtained in Production Example 66 are shown below.

Aufarbeitung

  1. temperaturewhile cooling on ice
  2. customthe organic layer was dried
  3. concentrationconcentrated under reduced pressure
  4. customThe obtained residue was purified by silica gel chromatography (chloroform:methanol=30:1)

Quellen und Nachweise

ORD-Eintrag
ord-82a3651765ba4cd6a5ef4e5f26eec42d
Quelldatensatz
uspto-grants-2010_07
Patentnummer
US07754743B2

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