Reaktion #435890

Reaktionsgleichung

acetic acid

1-methyl-2-imidazole carboxaldehyde

sodium cyanoborohydride

compound

{4-[(4-{[(1H-imidazol-2-ylmethyl)-amino]-methyl}-benzyl)-methyl-amino]-butyl}-carbamic acid benzyl ester

→

compound

Ausbeute 67.9%

{4-[(4-{[(1H-imidazol-2-ylmethyl)-(1-methyl-1H-imidazol-2-ylmethyl)-amino]-methyl}-benzyl)-methyl-amino]-butyl}-carbamic acid benzyl ester

Ausbeute 67.9%

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
4. 4
   Extraktionsubjected to extraction with chloroform
5. 5
   TrocknenThe extract was dried with anhydrous magnesium sulfate
6. 6
   workup.DISTILLATIONThe solvent was distilled off
7. 7
   Sonstigethe residue was then purified through silica gel column chromatography (chloroform/methanol)

Vorschrift

The compound (608.7 mg) obtained in Example 103-5 was dissolved in anhydrous methanol (24 ml) and added with 1-methyl-2-imidazole carboxaldehyde (231.3 mg) and sodium cyanoborohydride (176.0 mg). 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 and subjected to extraction with chloroform. The extract was dried with anhydrous magnesium sulfate. The solvent was distilled off and the residue was then purified through silica gel column chromatography (chloroform/methanol), thereby obtaining the subject compound (502.6 mg) as a colorless oily substance.

Quelle