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

HRID 1697638Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1697638
[CH3:1][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[Cl:19])(=[O:12])=[O:11])[CH2:7][N:6]1[C:20](=S)[CH2:21][C:22](=O)[CH3:23])=[O:4].S(O)(O)(=O)=O.[CH2:31]([NH:39][NH2:40])[CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1>>[CH3:1][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[Cl:19])(=[O:12])=[O:11])[CH2:7][N:6]1[C:20]1[N:39]([CH2:31][CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[N:40]=[C:22]([CH3:23])[CH:21]=1)=[O:4]

Komponenten

3

Edukt 2

HCID 61100Phenelzine SulfateHCID 86646820(2S,4R)-methyl 4-(2-chlorophenylsulfonyl)-1-(3-oxobutanethioyl)pyrrolidine-2-carboxylate

Produkt 1

HCID 67277845(2S,4R)-4-(2-Chloro-benzenesulfonyl)-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-(2-chloro-benzenesulfonyl)-1-(3-oxo-thiobutyryl)-pyrrolidine-2-carboxylic acid methyl ester (example 253c) was reacted with 2-phenethyl-hydrazine sulfate (CAS Reg. No. 56-51-4) to give the title compound as orange oil. MS (ESI): m/z=488.3 [M+H]+.

Quellen und Nachweise

ORD-Eintrag
ord-4329408ed1ef447b846aa7d453239ecc
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08163793B2

Notizen zur Reaktion

Wird geladen…