Reaktion #435896

Reaktionsgleichung

acetic acid

1-methyl-2-imidazole carboxaldehyde

sodium cyanoborohydride

compound

N-(4-dipropylaminobutyl)-4-{[(1H-imidazol-2-ylmethyl)-amino]-methyl}-N-methylbenzamide

→

N-(4-dipropylamino-butyl)-4-{[(1H-imidazol-2-ylmethyl)-(1-methyl-1H-imidazol-2-ylmethyl)-amino]-methyl}-N-methylbenzamide

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeAfter the reaction
2. 2
   workup.DISTILLATIONthe solvent was distilled off
3. 3
   workup.ADDITIONThe residue was added with a 1 mol/l sodium hydroxide aqueous solution (1.0 ml)
4. 4
   Extraktionextracted with chloroform
5. 5
   TrocknenThe extract was dried with magnesium sulfate
6. 6
   workup.DISTILLATIONThe solvent was distilled off
7. 7
   SonstigeThen, the residue was purified through silica gel column chromatography (chloroform/methanol)
8. 8
   workup.ADDITIONtreated with hydrochloric acid

Vorschrift

The compound (266.9 mg) obtained in Example 111-1 was dissolved in anhydrous methanol (11 ml) and then added with 1-methyl-2-imidazole carboxaldehyde (110.1 mg) and sodium cyanoborohydride (84.2 mg). Then, the solution was adjusted to pH 5 with acetic acid, followed by stirring at room temperature for 3 days. After the reaction, the solvent was distilled off. The residue was added with a 1 mol/l sodium hydroxide aqueous solution (1.0 ml) and extracted with chloroform. The extract was dried with magnesium sulfate. The solvent was distilled off. Then, the residue was purified through silica gel column chromatography (chloroform/methanol) and treated with hydrochloric acid, thereby obtaining hydrochloride (234.9 mg) of the subject compound as a white solid.

Quelle