1,4-Dioxane hydrochloride → (S)-benzyl 2-(4-aminophenylcarbamoyl)pyrrolidine-1-carboxylate

HRID 44453

Reaktionsgleichung

Reaktionsgleichung von HRID 44453
C(OC([NH:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16]([C@@H:18]2[CH2:22][CH2:21][CH2:20][N:19]2[C:23]([O:25][CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[O:24])=[O:17])=[CH:11][CH:10]=1)=O)(C)(C)C.O1CCOCC1.Cl>O1CCOCC1>[NH2:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16]([C@@H:18]2[CH2:22][CH2:21][CH2:20][N:19]2[C:23]([O:25][CH2:26][C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)=[O:24])=[O:17])=[CH:11][CH:10]=1

Komponenten

4

Edukt 2

HCID 204431481,4-Dioxane hydrochlorideHCID 59396122(S)-benzyl 2-(4-(tert-butoxycarbonylamino)phenylcarbamoyl)pyrrolidine-1-carboxylate

Produkt 1

HCID 59396116(S)-benzyl 2-(4-aminophenylcarbamoyl)pyrrolidine-1-carboxylateAusbeute 94,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

To a solution of the Product from Example 3A (0.245 g, 0.56 mmol) in dioxane (5 mL) was added 4M HCl dioxane (2.8 mL, 11.2 mol) and the mixture was stirred at ambient temperature for 17 hours. The mixture was concentrated and azeotroped with toluene to give a tan solid (0.18 g, 86%).

Aufarbeitung

  1. concentrationThe mixture was concentrated
  2. customazeotroped with toluene

Quellen und Nachweise

ORD-Eintrag
ord-2fb70fcb6ee44d94841669e1f407e784
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08541424B2

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