Potassium Iodide → L82Nub8C3A

HRID 18844

Reaktionsgleichung

Reaktionsgleichung von HRID 18844
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C:15]#[N:16])=[CH:5][CH:4]=1.[CH3:17][O:18][C:19](=[O:25])[C@H:20]([CH:22]([CH3:24])[CH3:23])[NH2:21].[C:26](=[O:29])([O-:28])[O-].[K+].[K+].[I-].[K+]>C(#N)C>[C:19]([OH:25])(=[O:18])[C:26]([OH:28])=[O:29].[CH3:17][O:18][C:19](=[O:25])[C@H:20]([CH:22]([CH3:24])[CH3:23])[NH:21][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C:15]#[N:16])=[CH:5][CH:4]=1

Komponenten

6

Edukt 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 94285Valine methyl esterHCID 15019124'-(Bromomethyl)-2-cyanobiphenyl

Produkt 1

HCID 51050401L82Nub8C3A

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
42.5 °C

Versuchsvorschrift

In one of the preferred embodiments 4-bromomethyl-2′-cyanobiphenyl, L-valine methyl ester, potassium carbonate and potassium iodide are taken in acetonitrile. The reaction mixture was stirred at about 40-45° C. for about 3 to 4 hours and the solvent was removed under vacuum. Water and xylene was added to reaction mass and the organic layer was separated. A solution of oxalic acid was added to the organic layer and stirred for about an hour at ambient temperature to give N-[(2′-cyanobiphenyl-4-yl)methyl]-(L)-valine methyl ester oxalate salt.

Aufarbeitung

  1. customthe solvent was removed under vacuum
  2. additionWater and xylene was added to reaction mass
  3. customthe organic layer was separated
  4. additionA solution of oxalic acid was added to the organic layer
  5. stirringstirred for about an hour at ambient temperature

Quellen und Nachweise

ORD-Eintrag
ord-d17d76d5bf9d49e0bd43c815da86fdef
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07741507B2

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