Doxazosin → Doxazosin Mesylate

HRID 2301283

Reaktionsgleichung

Reaktionsgleichung von HRID 2301283
[CH3:1][S:2]([OH:5])(=[O:4])=[O:3].[CH3:6][O:7][C:8]1[CH:9]=[C:10]2[C:19]([NH2:20])=[N:18][C:17]([N:21]3[CH2:26][CH2:25][N:24]([C:27]([CH:29]4[O:38][C:37]5[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=5[O:31][CH2:30]4)=[O:28])[CH2:23][CH2:22]3)=[N:16][C:11]2=[CH:12][C:13]=1[O:14][CH3:15].CN1CCCC1=O>CO>[CH3:6][O:7][C:8]1[CH:9]=[C:10]2[C:19]([NH2:20])=[N:18][C:17]([N:21]3[CH2:22][CH2:23][N:24]([C:27]([CH:29]4[O:38][C:37]5[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=5[O:31][CH2:30]4)=[O:28])[CH2:25][CH2:26]3)=[N:16][C:11]2=[CH:12][C:13]=1[O:14][CH3:15].[CH3:1][S:2]([OH:5])(=[O:4])=[O:3]

Komponenten

5

Edukt 3

HCID 3157DoxazosinHCID 6395Methanesulfonic Acid2×HCID 13387N-methyl-2-pyrrolidone

Produkt 1

HCID 62978Doxazosin MesylateAusbeute 163,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

14.1 g of anhydrous methanesulfonic acid were added to a stirred mixture of 63.2 g of doxazosin, 125 ml of N-methyl-2-pyrrolidone and 500 ml of methanol in a 1 l three-neck round-bottom flask. The internal temperature rose to 30° C. during this, and a solution was produced. After the addition of methanesulfonic acid was complete, the reaction mixture was filtered into a second 1 l three-neck round-bottom flask. The filter was washed with 85 ml of methanol, and the combined filtrates were stirred for 5 h. After the end of the stirring time, the resulting precipitate was filtered off with suction and washed 3× with 25 ml of methanol each time. 125 g of moist doxazosin mesylate (modification D) were obtained. This corresponds to 70.4 g of dry substance and a yield of 91.8%.

Aufarbeitung

  1. customrose to 30° C.
  2. customwas produced
  3. filtrationthe reaction mixture was filtered into a second 1 l three-neck round-bottom flask
  4. washThe filter was washed with 85 ml of methanol
  5. filtrationAfter the end of the stirring time, the resulting precipitate was filtered off with suction
  6. washwashed 3× with 25 ml of methanol each time

Quellen und Nachweise

ORD-Eintrag
ord-ea4e2ce0abaa47c0beb6e41e12af3ae1
Quelldatensatz
uspto-grants-2002_12
Patentnummer
US06500830B1

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