Lithium Hydroxide → (2S,4R)-1-[5-Cyclopropyl-2-(4-trifluoromethyl-phenyl)-2H-pyrazol-3-yl]-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic Acid

HRID 1697644Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1697644
C[O:2][C:3]([C@@H:5]1[CH2:9][C@@H:8]([S:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[C:19]([F:22])([F:21])[F:20])(=[O:12])=[O:11])[CH2:7][N:6]1[C:23]1[N:24]([C:31]2[CH:36]=[CH:35][C:34]([C:37]([F:40])([F:39])[F:38])=[CH:33][CH:32]=2)[N:25]=[C:26]([CH:28]2[CH2:30][CH2:29]2)[CH:27]=1)=[O:4].[OH-].[Li+]>>[CH:28]1([C:26]2[CH:27]=[C:23]([N:6]3[CH2:7][C@H:8]([S:10]([C:13]4[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=4[C:19]([F:21])([F:22])[F:20])(=[O:12])=[O:11])[CH2:9][C@H:5]3[C:3]([OH:4])=[O:2])[N:24]([C:31]3[CH:36]=[CH:35][C:34]([C:37]([F:40])([F:38])[F:39])=[CH:33][CH:32]=3)[N:25]=2)[CH2:30][CH2:29]1

Komponenten

3

Edukt 2

HCID 3939Lithium HydroxideHCID 86646851(2S,4R)-1-[5-Cyclopropyl-2-(4-trifluoromethyl-phenyl)-2H-pyrazol-3-yl]-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic Acid Methyl Ester

Produkt 1

HCID 86646852(2S,4R)-1-[5-Cyclopropyl-2-(4-trifluoromethyl-phenyl)-2H-pyrazol-3-yl]-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic Acid

Versuchsvorschrift

In analogy to the procedure described in example 253e, (2S,4R)-1-[5-cyclopropyl-2-(4-trifluoromethyl-phenyl)-2H-pyrazol-3-yl]-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic acid methyl ester was saponified in the presence of lithium hydroxide to give the title compound as white solid which was used in the next step without further purification. MS (ESI): m/z=574.3 [M+H]+.

Quellen und Nachweise

ORD-Eintrag
ord-d3f2eb975d2543e28e38cd7416acc94b
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08163793B2

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