4-Fluorobenzenesulfonyl chloride → 1-(4-Fluorobenzenesulfonyl)piperidine-4-carboxylic Acid [4-(3-dimethylaminopyrrolidin-1-yl)phenyl]amide

HRID 1354731Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1354731
[CH3:1][N:2]([CH3:23])[CH:3]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([NH:14][C:15]([CH:17]3[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]3)=[O:16])=[CH:10][CH:9]=2)[CH2:4]1.C(=O)([O-])[O-].[K+].[K+].[F:30][C:31]1[CH:36]=[CH:35][C:34]([S:37](Cl)(=[O:39])=[O:38])=[CH:33][CH:32]=1>CN1CCCC1=O>[CH3:1][N:2]([CH3:23])[CH:3]1[CH2:7][CH2:6][N:5]([C:8]2[CH:9]=[CH:10][C:11]([NH:14][C:15]([CH:17]3[CH2:22][CH2:21][N:20]([S:37]([C:34]4[CH:35]=[CH:36][C:31]([F:30])=[CH:32][CH:33]=4)(=[O:39])=[O:38])[CH2:19][CH2:18]3)=[O:16])=[CH:12][CH:13]=2)[CH2:4]1

Komponenten

5

Edukt 3

HCID 95884-Fluorobenzenesulfonyl chlorideHCID 11430Potassium CarbonateHCID 67147939Piperidine-4-carboxylic acid [4-(3-dimethylaminopyrrolidin-1-yl)phenyl]amide

Produkt 1

HCID 588676031-(4-Fluorobenzenesulfonyl)piperidine-4-carboxylic Acid [4-(3-dimethylaminopyrrolidin-1-yl)phenyl]amide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Versuchsvorschrift

Piperidine-4-carboxylic acid [4-(3-dimethylaminopyrrolidin-1-yl)phenyl]amide (70 mg) dissolved in N-methylpyrrolidone (2 ml) was mixed with potassium carbonate (45 mg) and 4-fluorobenzenesulfonyl chloride (40 mg). After 12 hours, the mixture was filtered and the filtrate was purified by preparative HPLC. This resulted in the product with the molecular weight of 474.60 (C24H31FN4O3S); MS (ESI): 475 (M+H+).

Aufarbeitung

  1. filtrationthe mixture was filtered
  2. customthe filtrate was purified by preparative HPLC
  3. customThis resulted in the product with the molecular weight of 474.60 (C24H31FN4O3S)

Quellen und Nachweise

ORD-Eintrag
ord-f54da2fd006c45d791a929fcae359d6b
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07223788B2

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