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

HRID 519430

Reaktionsgleichung

Reaktionsgleichung von HRID 519430
[CH:1]1([C:4]2[NH:5][C:6]([NH2:9])=[N:7][N:8]=2)[CH2:3][CH2:2]1.[C:10]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[C:18]1[CH:23]=[CH:22][C:21]([CH2:24][CH:25]([C:31](=O)[CH2:32][CH2:33][CH3:34])[C:26](OCC)=[O:27])=[CH:20][CH:19]=1)#[N:11]>ClC1C=CC(Cl)=CC=1Cl>[CH:1]1([C:4]2[N:5]=[C:6]3[NH:9][C:26](=[O:27])[C:25]([CH2:24][C:21]4[CH:22]=[CH:23][C:18]([C:13]5[C:12]([C:10]#[N:11])=[CH:17][CH:16]=[CH:15][CH:14]=5)=[CH:19][CH:20]=4)=[C:31]([CH2:32][CH2:33][CH3:34])[N:7]3[N:8]=2)[CH2:3][CH2:2]1

Komponenten

4

Edukt 2

HCID 10020734Ethyl 2-[(2'-cyanobiphenyl-4-yl)methyl]-3-oxohexanoateHCID 178509133HCID 178509133, Verbindung

Produkt 1

HCID 1363371384'-[(2-Cyclopropyl-5-oxo-7-propyl-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl)methyl]biphenyl-2-carbonitrileAusbeute 21,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 131,2,4-TrichlorobenzeneLösungsmittel

Versuchsvorschrift

A solution of 5-cyclopropyl-4H-1,2,4-triazol-3-amine (1 g) and ethyl 2-[(2′-cyanobiphenyl-4-yl)methyl]-3-oxohexanoate (2.8 g) in 1,2,4-trichlorobenzene (20 mL) was stirred at 180° C. for 6 hr. After evaporation of the solvent under reduced pressure, the residue was purified by silica gel column chromatography to give the title compound as a colorless solid (0.7 g, 21%).

Aufarbeitung

  1. customAfter evaporation of the solvent under reduced pressure
  2. customthe residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-22ce62f29e5b446fa0b2dfbe4b6fe7c0
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09115136B2

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