Potassium Carbonate → HCID 50852345, Verbindung

HRID 367256Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 367256
[CH2:1]([O:3][C:4]([C:6]1[C:7]([N:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)=[N:8][CH:9]=[CH:10][CH:11]=1)=[O:5])[CH3:2].CS(O[CH2:23][CH2:24][CH:25]=[C:26]1[C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][C:31]=2[CH2:30][CH2:29][C:28]2[CH:37]=[CH:38][CH:39]=[CH:40][C:27]1=2)(=O)=O.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:1]([O:3][C:4]([C:6]1[C:7]([N:12]2[CH2:13][CH2:14][N:15]([CH2:23][CH2:24][CH:25]=[C:26]3[C:27]4[CH:40]=[CH:39][CH:38]=[CH:37][C:28]=4[CH2:29][CH2:30][C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][C:32]3=4)[CH2:16][CH2:17]2)=[N:8][CH:9]=[CH:10][CH:11]=1)=[O:5])[CH3:2]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 17127123-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)propyl methanesulfonateHCID 11615598Ethyl 2-(piperazin-1-yl)nicotinate

Produkt 1

HCID 50852345HCID 50852345, VerbindungAusbeute 48,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A mixture of 2-(1-piperazinyl)-3-pyridinecarboxylic acid ethyl ester (4.6 g, 0.019 mol), 3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-1-propyl methanesulfonate (5.0 g, 0.015 mol) and potassium carbonate (4.8 g) in N,N-dimethylformamide (50 ml) was heated to 60° C. for 5 h. After standing overnight, the solid was filtered off and washed with benzene. The filtrate was diluted with benzene (200 ml) and washed with water (4×100 ml). The organic solution was dried (MgSO4) and the solvent evaporated in vacuo. The residue (7.8 g) was purified by column chromatography on silica gel using benzene and a benzene-ethyl acetate mixture as eluents, affording 2-(4-(3-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ylidene)-1-propyl)-1-piperazinyl)-3-pyridinecarboxylic acid ethyl ester (3.4 g, 48%) as an oil.

Aufarbeitung

  1. filtrationthe solid was filtered off
  2. washwashed with benzene
  3. additionThe filtrate was diluted with benzene (200 ml)
  4. washwashed with water (4×100 ml)
  5. dry with materialThe organic solution was dried (MgSO4)
  6. customthe solvent evaporated in vacuo
  7. customThe residue (7.8 g) was purified by column chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-380b25be0b904c8da4815e4038103037
Quelldatensatz
uspto-grants-2000_10
Patentnummer
US06133268

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