Triethylamine → HCID 66682491, Verbindung

HRID 530315

Reaktionsgleichung

Reaktionsgleichung von HRID 530315
C(N(CC)CC)C.Cl.[F:9][C:10]1[CH:11]=[C:12]([C:18]2[N:19]=[CH:20][N:21]([C:23]([N:25]([CH3:32])[CH:26]3[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]3)=[O:24])[CH:22]=2)[CH:13]=[CH:14][C:15]=1[O:16][CH3:17].Cl[CH2:34][CH2:35][C:36]#[N:37]>ClCCl.C(O)(C)C>[C:36]([CH2:35][CH2:34][N:29]1[CH2:30][CH2:31][CH:26]([N:25]([CH3:32])[C:23]([N:21]2[CH:22]=[C:18]([C:12]3[CH:13]=[CH:14][C:15]([O:16][CH3:17])=[C:10]([F:9])[CH:11]=3)[N:19]=[CH:20]2)=[O:24])[CH2:27][CH2:28]1)#[N:37]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 109633-ChloropropionitrileHCID 66688407HCID 66688407, Verbindung

Produkt 1

HCID 66682491HCID 66682491, VerbindungAusbeute 68 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21966342Isopropanol methylene chlorideLösungsmittel

Versuchsvorschrift

Triethylamine (0.159 mL, 1.139 mmol) was added to a stirred suspension of 4-(3-fluoro-4-methoxyphenyl)-N-methyl-N-(piperidin-4-yl)-1H-imidazole-1-carboxamide hydrochloride (0.200 g, 0.542 mmol) and 3-chloropropanenitrile (0.058 g, 0.651 mmol) at room temperature. The clear solution was allowed to stir at reflux for 2 h, during which time a white suspension formed. The mixture was allowed to cool to room temperature, diluted with a mixture of dichloromethane/isopropanol (7:3) and then washed with water. The organic layer was dried (MgSO4), filtered and evaporated to give a colourless solid that was triturated with ethanol to give the product (142 mg, 64%).

Aufarbeitung

  1. temperatureat reflux for 2 h, during which time a white suspension
  2. customformed
  3. washwashed with water
  4. dry with materialThe organic layer was dried (MgSO4)
  5. filtrationfiltered
  6. customevaporated
  7. customto give a colourless solid
  8. customthat was triturated with ethanol

Quellen und Nachweise

ORD-Eintrag
ord-49d03cef0bcb473db520077fc1c788f4
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09353082B2

Verknüpfte Notizen

Wird geladen…