Triethylamine → HCID 86746864, Verbindung

HRID 249201Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 249201
[CH2:1](N(CC)CC)[CH3:2].Cl.C([O:11][C:12](=[O:17])[C@H:13]([CH2:15][SH:16])[NH2:14])C.[Cl:18][C:19]1[C:20]([O:26][C:27]2[CH:38]=[CH:37][C:30]([O:31][CH:32]([CH3:36])[C:33](Cl)=[O:34])=[CH:29][CH:28]=2)=[N:21][CH:22]=[C:23]([Cl:25])[CH:24]=1>C(Cl)(Cl)Cl>[CH2:1]([N:14]([C:33](=[O:34])[CH:32]([O:31][C:30]1[CH:37]=[CH:38][C:27]([O:26][C:20]2[C:19]([Cl:18])=[CH:24][C:23]([Cl:25])=[CH:22][N:21]=2)=[CH:28][CH:29]=1)[CH3:36])[C@H:13]([C:12]([OH:11])=[O:17])[CH2:15][SH:16])[CH3:2]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 2723617Ethyl cysteinate hydrochlorideHCID 131894782-{4-[(3,5-Dichloropyridin-2-yl)oxy]phenoxy}propanoyl chloride

Produkt 1

HCID 86746864HCID 86746864, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Triethylamine is added to a stirred mixture of L-cysteine ethyl ester hydrochloride (2.71 g, 14.66 mmol) in chloroform under nitrogen. After the reaction mixture is cooled to 0° C., a solution of 2-{p-[(3,5-dichloro-2-pyridyl)oxy]phenoxy}propionyl chloride (5.08 g, 1 4.66 mmol) in chloroform (30 mL) is added dropwise with stirring. The reaction mixture is then stirred overnight at room temperature, concentrated in vacuo and filtered to obtain a semi-solid. Chromatography of the semi-solid using silica gel and eluting with methylene chloride followed by 2% to 5% ethyl acetate in methylene chloride gives the title product as a white solid, mp 89°-91° C.

Aufarbeitung

  1. stirringThe reaction mixture is then stirred overnight at room temperature
  2. concentrationconcentrated in vacuo
  3. filtrationfiltered
  4. customto obtain a semi-solid
  5. washeluting with methylene chloride

Quellen und Nachweise

ORD-Eintrag
ord-7a66a7d5a4a642e08eba198e56733654
Quelldatensatz
uspto-grants-1993_05
Patentnummer
US05213606

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