Hydrochloric Acid → Perindopril

HRID 273480Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 273480
[CH2:1]([O:3][C:4]([C@@H:6]([NH:10][C@H:11]([C:13]([OH:15])=O)[CH3:12])[CH2:7][CH2:8][CH3:9])=[O:5])[CH3:2].Cl.P(Cl)(Cl)(Cl)(Cl)Cl.[CH3:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]>>[CH3:9][CH2:8][CH2:7][C@H:6]([NH:10][C@H:11]([C:13]([N:10]1[C@H:6]([C:4]([OH:5])=[O:3])[CH2:7][C@H:24]2[C@@H:25]1[CH2:26][CH2:27][CH2:28][CH2:23]2)=[O:15])[CH3:12])[C:4]([O:3][CH2:1][CH3:2])=[O:5]

Komponenten

5

Edukt 4

HCID 313Hydrochloric AcidHCID 8058HexaneHCID 24819Phosphorus pentachlorideHCID 10015159(2S)-2-[[(2S)-1-ethoxy-1-oxopentan-2-yl]amino]propanoic acid

Produkt 1

HCID 107807Perindopril

Versuchsvorschrift

To a slurry of N-[1-(S)-ethoxycarbonyl-1-butyl]-(S)-alanine (1.5 g, 0.0069 moles, as obtained in Step-IV, Method-I and Step-II, Method-II) in n-hexane (10 ml) was purged dry hydrogen chloride gas at 25-30° C. under agitation. To this was added finely ground phosphorous pentachloride (1.8 g, 0.0086 moles) in four lots, each after an interval of 10 mns. After the complete addition the reaction mixture was agitated for 1.5 hrs. The solid precipitated was filtered, washed with hexane to give 1.88 g of the title compound (I).

Aufarbeitung

  1. additionAfter the complete addition the reaction mixture
  2. customThe solid precipitated
  3. filtrationwas filtered
  4. washwashed with hexane

Quellen und Nachweise

ORD-Eintrag
ord-8af06c45750f4697a90f36c85d15776d
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07456296B2

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