Reaktion #43752

Reaktionsgleichung

N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-3-methyl-5-nitro-1-benzothiophene-2-carboxamide hydrochloride

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title compound

5-Amino-N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-3-methyl-1-benzothiophene- 2-carboxamide dihydrochloride

Lösungsmittel

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe reaction mixture is filtered through kieselguhr
2. 2
   Waschenthe filter cake is washed with methanol
3. 3
   EinengenThe filtrate is concentrated under reduced pressure
4. 4
   Sonstigethe residue is purified by preparative HPLC
5. 5
   workup.DISSOLUTIONThe product fraction is dissolved in 4M HCl in dioxane
6. 6
   Einengenconcentrated under reduced pressure
7. 7
   Sonstigerecrystallized from acetonitrile

Vorschrift

317 mg (0.83 mmol) of N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-3-methyl-5-nitro-1-benzothiophene-2-carboxamide hydrochloride are suspended in 2 ml of acetic acid. 300.0 mg (4.59 mmol) of zinc are added, and the mixture is then stirred at RT for 1 h. The reaction mixture is filtered through kieselguhr, and the filter cake is washed with methanol. The filtrate is concentrated under reduced pressure and the residue is purified by preparative HPLC. The product fraction is dissolved in 4M HCl in dioxane, concentrated under reduced pressure and recrystallized from acetonitrile. 154 mg (47.8% of theory) of the title compound are obtained.

Quelle