Diethyl Ether → (R)-1-(Pyrazin-2-ylcarbamoylmethyl)-3-(1-thiophen-2-yl-cycloheptanecarbonyloxy)-1-azonia-bicyclo[2.2.2]octane bromide

HRID 2192320Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2192320
[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[S:20][CH:21]=[CH:22][CH:23]=3)[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)=[O:11])[CH2:2]2.[Br:24][CH2:25][C:26]([NH:28][C:29]1[CH:34]=[N:33][CH:32]=[CH:31][N:30]=1)=[O:27].C(OCC)C.CCCC(C)C>C(#N)C>[Br-:24].[N:30]1[CH:31]=[CH:32][N:33]=[CH:34][C:29]=1[NH:28][C:26]([CH2:25][N+:1]12[CH2:6][CH2:5][CH:4]([CH2:7][CH2:8]1)[C@@H:3]([O:9][C:10]([C:12]1([C:19]3[S:20][CH:21]=[CH:22][CH:23]=3)[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)=[O:11])[CH2:2]2)=[O:27]

Komponenten

6

Edukt 4

HCID 3283Diethyl EtherHCID 78922-MethylpentaneHCID 445426692-bromo-N-(pyrazin-2-yl)acetamideHCID 58348375HCID 58348375, Verbindung

Produkt 1

HCID 44516990(R)-1-(Pyrazin-2-ylcarbamoylmethyl)-3-(1-thiophen-2-yl-cycloheptanecarbonyloxy)-1-azonia-bicyclo[2.2.2]octane bromide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

1-Thiophen-2-yl-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester (Example 5d) (116 mg) and 2-bromo-N-pyrazin-2-yl-acetamide (Example 11a) (75 mg were dissolved in acetonitrile (2 mL) and left overnight. Diethyl ether (10 mL) and isohexane (8 mL) were added and the mixture was left to stand overnight. The resulting crystals were filtered off and washed with diethyl ether to afford the titled compound (117 mg).

Aufarbeitung

  1. waitthe mixture was left
  2. waitto stand overnight
  3. filtrationThe resulting crystals were filtered off
  4. washwashed with diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-b826ddab0f2d43f5ae29ddb5dc7c5c4e
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08329729B2

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