Sodium Methoxide → 2-Methoxy-N-{[1-(4-phenyl-cyclohexyl)-azetidin-3-ylcarbamoyl]-methyl}-5-trifluoromethyl-benzamide

HRID 1893305Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1893305
F[C:2]1[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][C:3]=1[C:4]([NH:6][CH2:7][C:8](=[O:26])[NH:9][CH:10]1[CH2:13][N:12]([CH:14]2[CH2:19][CH2:18][CH:17]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:16][CH2:15]2)[CH2:11]1)=[O:5].[CH3:35][O-:36].[Na+]>CO>[CH3:35][O:36][C:2]1[CH:30]=[CH:29][C:28]([C:31]([F:33])([F:34])[F:32])=[CH:27][C:3]=1[C:4]([NH:6][CH2:7][C:8](=[O:26])[NH:9][CH:10]1[CH2:11][N:12]([CH:14]2[CH2:15][CH2:16][CH:17]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:18][CH2:19]2)[CH2:13]1)=[O:5]

Komponenten

4

Edukt 2

HCID 10942334Sodium MethoxideHCID 497630992-Fluoro-N-{[1-(4-phenyl-cyclohexyl)-azetidin-3-ylcarbamoyl]-methyl}-5-trifluoromethyl-benzamide

Produkt 1

HCID 497632242-Methoxy-N-{[1-(4-phenyl-cyclohexyl)-azetidin-3-ylcarbamoyl]-methyl}-5-trifluoromethyl-benzamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

2-Fluoro-N-{[1-(4-phenyl-cyclohexyl)-azetidin-3-ylcarbamoyl]-methyl}-5-trifluoromethyl-benzamide (as prepared in Example 66, 50 mg, 0.11 mmol) was treated with NaOMe (0.5 M in MeOH, 600 μL, 0.30 mmol) in MeOH (1 mL) at room temperature overnight. The solvent was removed and the residue was purified on a silica gel column using a CombiFlash® system using ethyl acetate and 7N NH3 in MeOH as eluent (from pure ethyl acetate to 5% 7N NH3 in MeOH in ethyl acetate) to afford the title compound as a white solid.

Aufarbeitung

  1. customThe solvent was removed
  2. customthe residue was purified on a silica gel column

Quellen und Nachweise

ORD-Eintrag
ord-8a5d45751c274435922af512440c09f2
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08513229B2

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