Ethyl 2-[(2'-cyano-3-fluorobiphenyl-4-yl)methyl]-3-oxohexanoate → 3'-Fluoro-4'-[(5-oxo-7-propyl-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl)methyl]biphenyl-2-carbonitrile

HRID 519460

Reaktionsgleichung

Reaktionsgleichung von HRID 519460
C[C:2]1[NH:3][C:4]([NH2:7])=[N:5][N:6]=1.[C:8]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[C:16]1[CH:21]=[CH:20][C:19]([CH2:22][CH:23]([C:29](=O)[CH2:30][CH2:31][CH3:32])[C:24](OCC)=[O:25])=[C:18]([F:34])[CH:17]=1)#[N:9]>ClC1C=CC(Cl)=CC=1Cl>[F:34][C:18]1[CH:17]=[C:16]([C:11]2[C:10]([C:8]#[N:9])=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:21]=[CH:20][C:19]=1[CH2:22][C:23]1[C:24](=[O:25])[NH:7][C:4]2[N:5]([N:6]=[CH:2][N:3]=2)[C:29]=1[CH2:30][CH2:31][CH3:32]

Komponenten

4

Edukt 2

HCID 57460949Ethyl 2-[(2'-cyano-3-fluorobiphenyl-4-yl)methyl]-3-oxohexanoateHCID 178434112HCID 178434112, Verbindung

Produkt 1

HCID 1363371393'-Fluoro-4'-[(5-oxo-7-propyl-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl)methyl]biphenyl-2-carbonitrileAusbeute 44,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 131,2,4-TrichlorobenzeneLösungsmittel

Versuchsvorschrift

A solution of 5-methyl-4H-1,2,4-triazol-3-amine (8.9 g) and ethyl 2-[(2′-cyano-3-fluorobiphenyl-4-yl)methyl]-3-oxohexanoate (25 g) in 1,2,4-trichlorobenzene (120 mL) was stirred at 180° C. for 16 hr. After evaporation of the solvent under reduced pressure, ethyl acetate was added to the obtained residue. The precipitated solid was collected by filtration to give the title compound as a colorless solid (11.8 g, 43%).

Aufarbeitung

  1. customAfter evaporation of the solvent under reduced pressure, ethyl acetate
  2. additionwas added to the obtained residue
  3. filtrationThe precipitated solid was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-f4926e2345674e0fb42c9215d5464b2b
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09115136B2

Verknüpfte Notizen

Wird geladen…