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

HRID 519495Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 519495
[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH:16]([C:22](=O)[CH2:23][CH2:24][CH3:25])[C:17](OCC)=[O:18])=[CH:11][CH:10]=1)#[N:2].[CH:27]1([NH:31][C:32]2[NH:36][C:35]([CH3:37])=[N:34][N:33]=2)[CH2:30][CH2:29][CH2:28]1>>[CH:27]1([N:31]2[C:17](=[O:18])[C:16]([CH2:15][C:12]3[CH:13]=[CH:14][C:9]([C:4]4[C:3]([C:1]#[N:2])=[CH:8][CH:7]=[CH:6][CH:5]=4)=[CH:10][CH:11]=3)=[C:22]([CH2:23][CH2:24][CH3:25])[N:33]3[N:34]=[C:35]([CH3:37])[N:36]=[C:32]23)[CH2:28][CH2:29][CH2:30]1

Komponenten

3

Edukt 2

HCID 10020734Ethyl 2-[(2'-cyanobiphenyl-4-yl)methyl]-3-oxohexanoateHCID 178434100HCID 178434100, Verbindung

Produkt 1

HCID 670090564'-[(4-Cyclobutyl-2-methyl-5-oxo-7-propyl-4,5-dihydro[1,2,4]triazolo[1,5-a]pyrimidin-6-yl)methyl]biphenyl-2-carbonitrileAusbeute 54,8 %

Reaktionsbedingungen

Temperatur
250 °C

Versuchsvorschrift

A mixture of ethyl 2-[(2′-cyanobiphenyl-4-yl)methyl]-3-oxohexanoate (1.8 g) and N-cyclobutyl-5-methyl-4H-1,2,4-triazol-3-amine (0.4 g) was stirred at 250° C. for 15 min under microwave irradiation. The obtained reaction mixture was purified by silica gel column chromatography to give the title compound as a colorless solid (0.63 g, 52%).

Aufarbeitung

  1. customThe obtained reaction mixture
  2. customwas purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-234de30d2349418ab368cc8b45d80abf
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09115136B2

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