Diethyl Ether → 4-methylbenzenesulfonate;methyl (2S)-2-(2-chlorophenyl)-2-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetate

HRID 555963

Reaktionsgleichung

Reaktionsgleichung von HRID 555963
[CH3:1][O:2][C:3]([C@@H:5]([N:13]1[CH2:21][C:17]2[CH:18]=[CH:19][S:20][C:16]=2[CH2:15][CH2:14]1)[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][C:11]=1[Cl:12])=[O:4].[C:22]1([CH3:32])[CH:27]=[CH:26][C:25]([S:28]([OH:31])(=[O:30])=[O:29])=[CH:24][CH:23]=1.C(OCC)C>CO>[CH3:1][O:2][C:3]([C@@H:5]([N:13]1[CH2:21][C:17]2[CH:18]=[CH:19][S:20][C:16]=2[CH2:15][CH2:14]1)[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][C:11]=1[Cl:12])=[O:4].[S:28]([C:25]1[CH:26]=[CH:27][C:22]([CH3:32])=[CH:23][CH:24]=1)([O-:31])(=[O:30])=[O:29]

Komponenten

5

Edukt 3

HCID 3283Diethyl EtherHCID 6101p-Toluenesulfonic acidHCID 60606Clopidogrel

Produkt 1

HCID 866092744-methylbenzenesulfonate;methyl (2S)-2-(2-chlorophenyl)-2-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Clopidogrel base was dissolved in methanol. p-Toluene sulphonic acid was added to the solution at 20° C. The reaction mixture was heated to reflux temperature for 2 hrs. The solution was cooled to room temperature and was added drop-wise to diethyl ether. The suspension was stirred at RT. The solid was filtered and dried at about 50° C. in a vacuum oven to give Clopidogrel tosylate similar to that obtained above.

Aufarbeitung

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux temperature for 2 hrs
  3. filtrationThe solid was filtered
  4. customdried at about 50° C. in a vacuum oven

Quellen und Nachweise

ORD-Eintrag
ord-adb85f0d82aa46b4a8cc3a8563f12782
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08053579B2

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