Hydrochloric Acid → 3-(5-Chloro-2-{2-[4-(4-fluoro-benzyl)-(2R,5S)-2,5-dimethyl-piperazin-1-yl]-2-oxo-ethoxy}-phenyl)-propionic Acid

HRID 11658

Reaktionsgleichung

Reaktionsgleichung von HRID 11658
C([O:3][C:4](=[O:34])[CH2:5][CH2:6][C:7]1[CH:12]=[C:11]([Cl:13])[CH:10]=[CH:9][C:8]=1[O:14][CH2:15][C:16]([N:18]1[CH2:23][C@H:22]([CH3:24])[N:21]([CH2:25][C:26]2[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=2)[CH2:20][C@H:19]1[CH3:33])=[O:17])C.O.[OH-].[Li+].Cl>O1CCCC1.CO.O>[Cl:13][C:11]1[CH:10]=[CH:9][C:8]([O:14][CH2:15][C:16]([N:18]2[CH2:23][C@H:22]([CH3:24])[N:21]([CH2:25][C:26]3[CH:27]=[CH:28][C:29]([F:32])=[CH:30][CH:31]=3)[CH2:20][C@H:19]2[CH3:33])=[O:17])=[C:7]([CH2:6][CH2:5][C:4]([OH:34])=[O:3])[CH:12]=1

Komponenten

7

Edukt 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 696552783-(5-Chloro-2-{2-[4-(4-fluoro-benzyl)-(2R,5S)-2,5-dimethyl-piperazin-1-yl]-2-oxo-ethoxy}-phenyl)-propionic Acid Ethyl Ester

Produkt 1

HCID 696557123-(5-Chloro-2-{2-[4-(4-fluoro-benzyl)-(2R,5S)-2,5-dimethyl-piperazin-1-yl]-2-oxo-ethoxy}-phenyl)-propionic AcidAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 3-(5-chloro-2-{2-[4-(4-fluoro-benzyl)-(2R,5S)-2,5-dimethyl-piperazin-1-yl]-2-oxo-ethoxy}-phenyl)-propionic acid ethyl ester (1.3 g, 2.7 mmol) in tetrahydrofuran (10 mL), methanol (10 mL) and water (4 mL) was added lithium hydroxide monohydrate (0.57 g, 13.3 mmol). The reaction was stirred at ambient temperature for 12 hours, then made acidic by the addition of 1 M hydrochloric acid. The solution was then extracted with methylene chloride and the organic layer was dried over magnesium sulfate. Concentration in vacuo gave the title compound (1.0 g).

Aufarbeitung

  1. extractionThe solution was then extracted with methylene chloride
  2. dry with materialthe organic layer was dried over magnesium sulfate
  3. concentrationConcentration in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-0efad2d7e7aa490fb870621e5572019c
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07098212B2

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