Hydrochloric Acid → (S)-2-Amino-N-(3,4-dimethyl-phenyl)-N-[2-(5-methyl-pyridin-2-yl)-ethyl]-2-phenyl-acetamide dihydrochloride

HRID 1094360Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1094360
C(OC(=O)[NH:7][C@H:8]([C:15](=[O:34])[N:16]([C:26]1[CH:31]=[CH:30][C:29]([CH3:32])=[C:28]([CH3:33])[CH:27]=1)[CH2:17][CH2:18][C:19]1[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][N:20]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)(C)(C)C.[ClH:36]>O1CCOCC1>[ClH:36].[ClH:36].[NH2:7][C@@H:8]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:15]([N:16]([C:26]1[CH:31]=[CH:30][C:29]([CH3:32])=[C:28]([CH3:33])[CH:27]=1)[CH2:17][CH2:18][C:19]1[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][N:20]=1)=[O:34]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 58007500((S)-{(3,4-dimethyl-phenyl)-[2-(5-methyl-pyridin-2-yl)-ethyl]-carbamoyl}-phenyl-methyl)-carbamic acid tert-butyl ester

Produkt 1

HCID 66638324(S)-2-Amino-N-(3,4-dimethyl-phenyl)-N-[2-(5-methyl-pyridin-2-yl)-ethyl]-2-phenyl-acetamide dihydrochlorideAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel2×

Versuchsvorschrift

To a solution of 50 mg (0.11 mmol) ((S)-{(3,4-dimethyl-phenyl)-[2-(5-methyl-pyridin-2-yl)-ethyl]-carbamoyl}-phenyl-methyl)-carbamic acid tert-butyl ester in 0.2 mL dioxane was added 265 uL (1.06 mmol) of a 4 M HCl solution in dioxane. The mixture was stirred at room temperature for 18 hours. The solvent was removed in vacuo. Ethylacetate was added and the mixture was stirred slowly at ambient temperature. The solid was filtered, rinsed with ether and dried under vacum to provide 0.044 g (94%) of the title compound as a light yellow solid MS (m/e): 374.3 [M+H]+.

Aufarbeitung

  1. customThe solvent was removed in vacuo
  2. additionEthylacetate was added
  3. stirringthe mixture was stirred slowly at ambient temperature
  4. filtrationThe solid was filtered
  5. washrinsed with ether
  6. customdried under vacum

Quellen und Nachweise

ORD-Eintrag
ord-5cca32afd15f4b7782340662653add78
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08133909B2

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