N-(3-Bromopropyl)-2-pyridinecarboxamide → HCID 67311727, Verbindung

HRID 2192393Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2192393
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[C@@H:3]([O:9][C:10]([C:12]1([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)=[O:11])[CH2:2]2.[Br:25][CH2:26][CH2:27][CH2:28][NH:29][C:30]([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][N:33]=1)=[O:31]>CC#N>[Br-:25].[C:19]1([C:12]2([C:10]([O:9][C@@H:3]3[CH:4]4[CH2:7][CH2:8][N+:1]([CH2:26][CH2:27][CH2:28][NH:29][C:30]([C:32]5[CH:37]=[CH:36][CH:35]=[CH:34][N:33]=5)=[O:31])([CH2:6][CH2:5]4)[CH2:2]3)=[O:11])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Komponenten

4

Edukt 2

HCID 12983474N-(3-Bromopropyl)-2-pyridinecarboxamideHCID 591796191-Phenyl-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester

Produkt 1

HCID 67311727HCID 67311727, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

1-Phenyl-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester (Example 14e) (0.31 mmol) and pyridine-2-carboxylic acid (3-bromo-propyl)-amide (Example 57b (0.31 mmol) were stirred together in anhydrous MeCN (3 mL) at room temperature for 16 days. The reaction mixture was concentrated in vacuo and the solid purified by silica gel chromatography eluting with 0-15% MeOH/dichloromethane to give the title compound (145 mg) as a white solid.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe solid purified by silica gel chromatography
  3. washeluting with 0-15% MeOH/dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-8ef825ce5bf842b1abd58f8579edf26c
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08329729B2

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