Hydrochloric Acid → Duloxetine Hydrochloride

HRID 420011

Reaktionsgleichung

Reaktionsgleichung von HRID 420011
[CH3:1][NH:2][CH2:3][CH2:4][C@H:5]([O:11][C:12]1[CH:13]=[CH:14][CH:15]=[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=12)[C:6]1[S:10][CH:9]=[CH:8][CH:7]=1.C(O)C.[ClH:25].CCCCCC>ClCCl>[CH3:1][NH:2][CH2:3][CH2:4][C@H:5]([O:11][C:12]1[CH:13]=[CH:14][CH:15]=[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=12)[C:6]1[S:10][CH:9]=[CH:8][CH:7]=1.[ClH:25]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 8058HexaneHCID 60835Duloxetine

Produkt 1

HCID 60834Duloxetine HydrochlorideAusbeute 55 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
5 °C

Versuchsvorschrift

The free duloxetine (3 g) was first dissolved in dichloromethane (5 ml), then an ethanol solution (2 ml) containing 20% HCl was added at 0° C. with stirring, followed by hexane (40 ml). The crystalline product came out after the solution was cooled at 0-10° C. for 10 hours. The product was collected by filtration, washed with hexane and dried (1.8 g, 55% yield, m.p. 148-154° C.). Its purity was 98.4% with an optical purity of 99.6%. The DTA result shown m.p. was 160.6° C. The crystalline form, designated as Form III, was thus obtained.

Aufarbeitung

  1. additionwas added at 0° C.
  2. filtrationThe product was collected by filtration
  3. washwashed with hexane
  4. customdried (1.8 g, 55% yield, m.p. 148-154° C.)
  5. customThe DTA result
  6. customwas thus obtained

Quellen und Nachweise

ORD-Eintrag
ord-497e3adc26a348be81d1c3a4b7f911f4
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08093407B2

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