HCID 68585893, Verbindung → 7-fluoro-5-methyl-2-[methyl(1H-1,2,4-triazol-5-ylmethyl)amino]-6-phenyl-1,3-benzoxazole-4-carbonitrile

HRID 17433Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 17433
[F:1][C:2]1[C:3]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[C:4]([CH3:30])[C:5]([C:28]#[N:29])=[C:6]2[C:10]=1[O:9][C:8]([N:11]([CH3:27])[CH2:12][C:13]1[N:14](CC3C=CC(OC)=CC=3)[N:15]=[CH:16][N:17]=1)=[N:7]2>FC(F)(F)C(O)=O>[F:1][C:2]1[C:3]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[C:4]([CH3:30])[C:5]([C:28]#[N:29])=[C:6]2[C:10]=1[O:9][C:8]([N:11]([CH3:27])[CH2:12][C:13]1[NH:14][N:15]=[CH:16][N:17]=1)=[N:7]2

Komponenten

3

Edukt 1

HCID 68585893HCID 68585893, Verbindung

Produkt 1

HCID 685848557-fluoro-5-methyl-2-[methyl(1H-1,2,4-triazol-5-ylmethyl)amino]-6-phenyl-1,3-benzoxazole-4-carbonitrileAusbeute 97,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

7-Fluoro-2-[N-[[2-(4-methoxybenzyl)-2-H-[1,2,4]triazol-3-yl]methyl]methylamino]-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile (I-164) (0.33 g, 0.68 mmol) was dissolved in trifluoroacetic acid (5 ml), and stirred at room temperature for 16 hours, then at an external temperature of about 60° C. for 6 hours. The solvent was evaporated away under reduced pressure, then ethyl acetate and aqueous sodium hydrogencarbonate solution were added, and the organic layer was separated. After drying over anhydrous sodium sulfate, the solvent was evaporated away under reduced pressure, and the resulting residue was purified by silica gel column chromatography (dichloromethane:methanol=20:1) to obtain a colorless solid (0.24 g, 97%).

Aufarbeitung

  1. waitat an external temperature of about 60° C. for 6 hours
  2. customThe solvent was evaporated away under reduced pressure
  3. additionethyl acetate and aqueous sodium hydrogencarbonate solution were added
  4. customthe organic layer was separated
  5. dry with materialAfter drying over anhydrous sodium sulfate
  6. customthe solvent was evaporated away under reduced pressure
  7. customthe resulting residue was purified by silica gel column chromatography (dichloromethane:methanol=20:1)

Quellen und Nachweise

ORD-Eintrag
ord-63d3818bb09c4d659eede15646fa4e51
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07737166B2

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