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

HRID 519424

Reaktionsgleichung

Reaktionsgleichung von HRID 519424
[CH3:1][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])=[CH:18][CH:17]=1)#[N:9]>ClC1C=CC(Cl)=CC=1Cl>[CH3:1][C:2]1[N:3]=[C:4]2[NH:7][C:24](=[O:25])[C:23]([CH2:22][C:19]3[CH:20]=[CH:21][C:16]([C:11]4[C:10]([C:8]#[N:9])=[CH:15][CH:14]=[CH:13][CH:12]=4)=[CH:17][CH:18]=3)=[C:29]([CH2:30][CH2:31][CH3:32])[N:5]2[N:6]=1

Komponenten

4

Edukt 2

HCID 10020734Ethyl 2-[(2'-cyanobiphenyl-4-yl)methyl]-3-oxohexanoateHCID 178434112HCID 178434112, Verbindung

Produkt 1

HCID 1360412724'-[(2-Methyl-5-oxo-7-propyl-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl)methyl]biphenyl-2-carbonitrileAusbeute 54,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 131,2,4-TrichlorobenzeneLösungsmittel

Versuchsvorschrift

A solution of 5-methyl-4H-1,2,4-triazol-3-amine (1.7 g) and ethyl 2-[(2′-cyanobiphenyl-4-yl)methyl]-3-oxohexanoate (7.1 g) in 1,2,4-trichlorobenzene (70 mL) was stirred at 190° C. for 6 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 (3.6 g, 44%).

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-70e2db3f6b9f41878e4539ab7481786a
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09115136B2

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