Benzoic Acid → Rizatriptan Benzoate

HRID 1180101

Reaktionsgleichung

Reaktionsgleichung von HRID 1180101
[C:1]([OH:9])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:10][N:11]([CH2:13][CH2:14][C:15]1[C:19]2[CH:20]=[C:21]([CH2:24][N:25]3[N:29]=[CH:28][N:27]=[CH:26]3)[CH:22]=[CH:23][C:18]=2[NH:17][CH:16]=1)[CH3:12]>C(OC(C)C)(=O)C.C(O)(C)C>[CH3:10][N:11]([CH2:13][CH2:14][C:15]1[C:19]2[CH:20]=[C:21]([CH2:24][N:25]3[N:29]=[CH:28][N:27]=[CH:26]3)[CH:22]=[CH:23][C:18]=2[NH:17][CH:16]=1)[CH3:12].[CH:5]1[CH:4]=[CH:3][C:2]([C:1]([OH:9])=[O:8])=[CH:7][CH:6]=1

Komponenten

5

Edukt 2

HCID 243Benzoic AcidHCID 5078Rizatriptan

Produkt 1

HCID 77997Rizatriptan BenzoateAusbeute 80,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3776IsopropanolLösungsmittelHCID 7915Isopropyl AcetateLösungsmittel

Versuchsvorschrift

A solution of 147 mg (1.2 mmoles) of benzoic acid in 1 ml of isopropyl acetate was added slowly to a solution of 300 mg (1.1 mmoles) of the rizatriptan base in 2.6 ml of isopropyl alcohol. The mixture was stirred at room temperature for 30 minutes and evaporated to dryness, and the residue recrystallised from ethanol to give 345 mg (80%) of rizatriptan benzoate as a white crystalline solid.

Aufarbeitung

  1. customevaporated to dryness
  2. customthe residue recrystallised from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-abd210887dcd46259279e7ded4ab972d
Quelldatensatz
uspto-grants-2007_10
Patentnummer
US07279581B2

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