Phenelzine → (2S,4R)-4-Methanesulfonyl-1-(5-methyl-2-phenethyl-2H-pyrazol-3-yl)-pyrrolidine-2-carboxylic Acid Methyl Ester

HRID 1697723

Reaktionsgleichung

Reaktionsgleichung von HRID 1697723
[CH3:1][O:2][C:3]([C@@H:5]1[CH2:9][C@@H:8]([S:10]([CH3:13])(=[O:12])=[O:11])[CH2:7][N:6]1[C:14](=S)[CH2:15][C:16](=O)[CH3:17])=[O:4].[C:20]1([CH2:26][CH2:27][NH:28][NH2:29])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[CH3:1][O:2][C:3]([C@@H:5]1[CH2:9][C@@H:8]([S:10]([CH3:13])(=[O:12])=[O:11])[CH2:7][N:6]1[C:14]1[N:28]([CH2:27][CH2:26][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[N:29]=[C:16]([CH3:17])[CH:15]=1)=[O:4]

Komponenten

3

Edukt 2

HCID 3675PhenelzineHCID 86646866(2S,4R)-4-methanesulfonyl-1-(3-oxo-thiobutyryl)-pyrrolidine-2-carboxylic acid methyl ester

Produkt 1

HCID 67278560(2S,4R)-4-Methanesulfonyl-1-(5-methyl-2-phenethyl-2H-pyrazol-3-yl)-pyrrolidine-2-carboxylic Acid Methyl Ester

Versuchsvorschrift

In analogy to the procedure described in example 192 h, (2S,4R)-4-methanesulfonyl-1-(3-oxo-thiobutyryl)-pyrrolidine-2-carboxylic acid methyl ester was reacted with 1-(2-phenylethyl)hydrazine (CAS Reg. No. 51-71-8) to give the title compound as brown solid. MS (ESI): m/z=392.6 [M+H]+.

Quellen und Nachweise

ORD-Eintrag
ord-59141bd713b642b38f57238baf9f4b98
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08163793B2

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