Hydrochloric Acid → Retagliptin hydrochloride

HRID 1895587Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1895587
[CH3:1][O:2][C:3]([C:5]1[N:6]=[C:7]([C:36]([F:39])([F:38])[F:37])[N:8]2[CH2:13][CH2:12][N:11]([C:14](=[O:35])[CH2:15][C@H:16]([NH:27]C(OC(C)(C)C)=O)[CH2:17][C:18]3[CH:23]=[C:22]([F:24])[C:21]([F:25])=[CH:20][C:19]=3[F:26])[CH2:10][C:9]=12)=[O:4].[ClH:40]>C(OCC)(=O)C>[ClH:40].[CH3:1][O:2][C:3]([C:5]1[N:6]=[C:7]([C:36]([F:39])([F:37])[F:38])[N:8]2[CH2:13][CH2:12][N:11]([C:14](=[O:35])[CH2:15][C@H:16]([NH2:27])[CH2:17][C:18]3[CH:23]=[C:22]([F:24])[C:21]([F:25])=[CH:20][C:19]=3[F:26])[CH2:10][C:9]=12)=[O:4]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 59548953(R)-7-[3-tert-Butoxycarbonylamino-4-(2,4,5-trifluoro-phenyl)-butyryl]-3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine-1-carboxylic acid methyl ester

Produkt 1

HCID 44193829Retagliptin hydrochlorideAusbeute 94,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

(R)-7-[3-tert-Butoxycarbonylamino-4-(2,4,5-trifluoro-phenyl)-butyryl]-3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine-1-carboxylic acid methyl ester 1n (0.12 g, 2.12 mmol) was added to a solution of 2.2 N hydrochloric acid in 5 mL of ethyl acetate. The reaction mixture was reacted at room temperature for 5 hours and monitored by thin layer chromatography until the disappearance of the starting materials. The reaction mixture was concentrated under reduced pressure to obtain the title compound (R)-7-[3-amino-4-(2,4,5-trifluoro-phenyl)-butyryl]-3-trifluoromethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine-1-carboxylic acid methyl ester hydrochloride 1 (0.12 g, yield 94.3%) as a light yellow solid.

Aufarbeitung

  1. customThe reaction mixture was reacted at room temperature for 5 hours
  2. concentrationThe reaction mixture was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-6d844c45a0904d1dbf5f9fb9d2bd5730
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08513411B2

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