Hydrochloric Acid → (RS)-Clopidogrel

HRID 1590780

Reaktionsgleichung

Reaktionsgleichung von HRID 1590780
Cl.[S:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[CH2:7][CH2:8][NH:9][CH:10]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[Cl:21])[C:11]([O:13][CH3:14])=[O:12].[CH2:22]=O>C(Cl)Cl>[S:2]1[C:3]2[CH2:7][CH2:8][N:9]([CH:10]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[Cl:21])[C:11]([O:13][CH3:14])=[O:12])[CH2:22][C:4]=2[CH:5]=[CH:6]1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 10223136Methyl [2-(2-thienyl)ethylamino](2-chlorophenyl)acetate

Produkt 1

HCID 2806(RS)-Clopidogrel

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

35 g of the hydrochloride of racemic methyl alpha-(2-thienylethylamino)(2-chlorophenyl)acetate are suspended in 150 ml of a 30% (w/w) aqueous solution of formaldehyde. The mixture is kept at 50° C. for 2 hours and then poured, at about 20° C., into 200 ml of methylene chloride. The organic phase is concentrated and the residual oil is dissolved in 120 ml of isopropyl ether in which the hydrochloride is prepared as before; 29.5 g are obtained.

Aufarbeitung

  1. concentrationThe organic phase is concentrated
  2. dissolutionthe residual oil is dissolved in 120 ml of isopropyl ether in which the hydrochloride
  3. customis prepared as before
  4. custom29.5 g are obtained

Quellen und Nachweise

ORD-Eintrag
ord-f5c9992b4803468f97c3f790d71a0507
Quelldatensatz
uspto-grants-1993_04
Patentnummer
US05204469

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