(4S)-4-(Benzoyloxymethyl)oxazolidine-2-one → (R)-4-benzoyloxymethyl-3-{3-cyano-4-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}oxazolidin-2-one

HRID 1804396Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1804396
Br[C:2]1[CH:3]=[CH:4][C:5]([C:10]([N:12]2[CH2:17][CH2:16][N:15]([C:18]3[C:23]([CH3:24])=[CH:22][C:21]([CH3:25])=[CH:20][N:19]=3)[CH2:14][CH2:13]2)=[O:11])=[C:6]([CH:9]=1)[C:7]#[N:8].[O:26]=[C:27]1[NH:31][C@H:30]([CH2:32][O:33][C:34](=[O:41])[C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[CH2:29][O:28]1>>[C:34]([O:33][CH2:32][C@@H:30]1[CH2:29][O:28][C:27](=[O:26])[N:31]1[C:2]1[CH:3]=[CH:4][C:5]([C:10]([N:12]2[CH2:17][CH2:16][N:15]([C:18]3[C:23]([CH3:24])=[CH:22][C:21]([CH3:25])=[CH:20][N:19]=3)[CH2:14][CH2:13]2)=[O:11])=[C:6]([C:7]#[N:8])[CH:9]=1)(=[O:41])[C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1

Komponenten

3

Edukt 2

HCID 16213752(4S)-4-(Benzoyloxymethyl)oxazolidine-2-oneHCID 584846285-Bromo-2-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]benzonitrile

Produkt 1

HCID 58484853(R)-4-benzoyloxymethyl-3-{3-cyano-4-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}oxazolidin-2-oneAusbeute 68,7 %

Versuchsvorschrift

By reaction and treatment in the same manner as in Preparation Example 91 and using 5-bromo-2-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]benzonitrile (1.68 g) described in Preparation Example 193 and benzoic acid (R)-2-oxooxazolidin-4-ylmethyl ester (1.02 g), the title compound (1.56 g) was obtained.

Aufarbeitung

  1. customBy reaction and treatment in the same manner
  2. customas in Preparation Example 91

Quellen und Nachweise

ORD-Eintrag
ord-ffaefb4bc3814743b00a4779b677e335
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08354401B2

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