Sodium Methoxide → 6-[2-Ethyl-5-fluoro-4-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-1-(tetrahydro-pyran-2-yl)-1H-indazole-3-carboximidic acid methyl ester

HRID 2038711

Reaktionsgleichung

Reaktionsgleichung von HRID 2038711
[CH2:1]([C:3]1[CH:8]=[C:7]([O:9][CH2:10][O:11][CH2:12][CH2:13][Si:14]([CH3:17])([CH3:16])[CH3:15])[C:6]([F:18])=[CH:5][C:4]=1[C:19]1[CH:27]=[C:26]2[C:22]([C:23]([C:34]#[N:35])=[N:24][N:25]2[CH:28]2[CH2:33][CH2:32][CH2:31][CH2:30][O:29]2)=[CH:21][CH:20]=1)[CH3:2].[CH3:36][O-:37].[Na+]>CO>[CH3:36][O:37][C:34]([C:23]1[C:22]2[C:26](=[CH:27][C:19]([C:4]3[CH:5]=[C:6]([F:18])[C:7]([O:9][CH2:10][O:11][CH2:12][CH2:13][Si:14]([CH3:17])([CH3:15])[CH3:16])=[CH:8][C:3]=3[CH2:1][CH3:2])=[CH:20][CH:21]=2)[N:25]([CH:28]2[CH2:33][CH2:32][CH2:31][CH2:30][O:29]2)[N:24]=1)=[NH:35]

Komponenten

4

Edukt 2

HCID 10942334Sodium MethoxideHCID 866762696-[2-Ethyl-5-fluoro-4-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-1-(tetrahydro-pyran-2-yl)-1H-indazole-3-carbonitrile

Produkt 1

HCID 866762716-[2-Ethyl-5-fluoro-4-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-1-(tetrahydro-pyran-2-yl)-1H-indazole-3-carboximidic acid methyl esterAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 6-[2-ethyl-5-fluoro-4-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-1-(tetrahydro-pyran-2-yl)-1H-indazole-3-carbonitrile (Preparation 6, 37.42 g, 75.6 mmol) in methanol (700 mL) was added sodium methoxide (12.21 g, 226.8 mmol) and the reaction mixture was then stirred at room temperature for 18 hours. The solvent was removed in vacuo and the residue was partitioned between EtOAc (1 L) and water (500 mL). The organic layer was washed with water (500 mL), dried over MgSO4 and concentrated in vacuo to give the title compound as a gum (37.26 g) in a 94% yield.

Aufarbeitung

  1. customThe solvent was removed in vacuo
  2. customthe residue was partitioned between EtOAc (1 L) and water (500 mL)
  3. washThe organic layer was washed with water (500 mL)
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-13bda4a065824800b651563e8dd7ae11
Quelldatensatz
uspto-grants-2013_11
Patentnummer
US08575336B2

Verknüpfte Notizen

Wird geladen…