Water → 5-(1-Methylethyl)-3-[(1-methylpiperidin-4-yl)sulfonyl]-1H-indole

HRID 36889Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 36889
S([O-])(O[O-])(=O)=[O:2].[K+].[K+].[CH3:9][CH:10]([C:12]1[CH:13]=[C:14]2[C:18](=[CH:19][CH:20]=1)[NH:17][CH:16]=[C:15]2[S:21][CH:22]1[CH2:27][CH2:26][N:25]([CH3:28])[CH2:24][CH2:23]1)[CH3:11].[OH2:29]>>[CH3:11][CH:10]([C:12]1[CH:13]=[C:14]2[C:18](=[CH:19][CH:20]=1)[NH:17][CH:16]=[C:15]2[S:21]([CH:22]1[CH2:27][CH2:26][N:25]([CH3:28])[CH2:24][CH2:23]1)(=[O:2])=[O:29])[CH3:9]

Komponenten

4

Edukt 3

HCID 962WaterHCID 10313463Potassium peroxymonosulphateHCID 199366285-(1-methylethyl)-3-[(1-methylpiperidin-4-yl)thio]-1H-indole

Produkt 1

HCID 199366475-(1-Methylethyl)-3-[(1-methylpiperidin-4-yl)sulfonyl]-1H-indole

Versuchsvorschrift

A solution of potassium peroxymonosulfate (49.5% KHSO5, 21.2 g) in water (95 ml) is added drop-wise at 0° C. to a methanolic solution (95 ml) of 5-(1-methylethyl)-3-[(1-methylpiperidin-4-yl)thio]-1H-indole (7.5 g, prepared in Example 43). After 4 hours at room temperature, the white precipitate is filtered off and the filtrate is concentrated, rendered basic with sodium carbonate and extracted with ethyl acetate. The organic phase is dried over sodium sulfate and concentrated. 5-(1-Methylethyl)-3-[(1-methylpiperidin-4-yl)sulfonyl]-1H-indole (2.4 g) is obtained after purification on silica gel (eluent: CH2Cl2 /iPrNH2 95/5).

Aufarbeitung

  1. filtrationthe white precipitate is filtered off
  2. concentrationthe filtrate is concentrated
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic phase is dried over sodium sulfate
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-ffc00cac7a57496b9c1e95ac2274109a
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05418242

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