Potassium Carbonate → 3-nitro-N-[3-(2-oxo-pyrrolidin-1-yl)-propyl]-4-(4-o-tolyl-piperazin-1-yl)-benzamide

HRID 710020Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 710020
F[C:2]1[CH:19]=[CH:18][C:5]([C:6]([NH:8][CH2:9][CH2:10][CH2:11][N:12]2[CH2:16][CH2:15][CH2:14][C:13]2=[O:17])=[O:7])=[CH:4][C:3]=1[N+:20]([O-:22])=[O:21].C([O-])([O-])=O.[K+].[K+].[C:29]1([CH3:41])[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[N:35]1[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]1>CN(C=O)C>[N+:20]([C:3]1[CH:4]=[C:5]([CH:18]=[CH:19][C:2]=1[N:38]1[CH2:39][CH2:40][N:35]([C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=2[CH3:41])[CH2:36][CH2:37]1)[C:6]([NH:8][CH2:9][CH2:10][CH2:11][N:12]1[CH2:16][CH2:15][CH2:14][C:13]1=[O:17])=[O:7])([O-:22])=[O:21]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 919652-MeppHCID 712246724-fluoro-3-nitro-N-[3-(2-oxo-pyrrolidin-1-yl)-propyl]-benzamide

Produkt 1

HCID 712248173-nitro-N-[3-(2-oxo-pyrrolidin-1-yl)-propyl]-4-(4-o-tolyl-piperazin-1-yl)-benzamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Versuchsvorschrift

To a solution of 4-Fluoro-3-nitro-N-[3-(2-oxo-pyrrolidin-1-yl)-propyl]-benzamide (2.0 g, 6.47 mmol) in DMF (10 mL), K2CO3 (1.7 g, 12.94 mmol) was added followed by 1-o-tolyl-piperazine (1.7 g, 9.7 mmol), and the reaction mixture was stirred at room temperature for 16 h. DMF (2.0 mL) was added and filtered. The solid was washed with MeOH (300 mL) and methanol layer was evaporated to give the acid 3-nitro-N-[3-(2-oxo-pyrrolidin-1-yl)-propyl]-4-(4-o-tolyl-piperazin-1-yl)-benzamide in the first crop (1.8 g, 62%).

Aufarbeitung

  1. filtrationfiltered
  2. washThe solid was washed with MeOH (300 mL) and methanol layer
  3. customwas evaporated

Quellen und Nachweise

ORD-Eintrag
ord-5685e88cfe8b44a7a0a7238c32cc46e6
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09181226B2

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