Reaktion #435879

Reaktionsgleichung

sodium bicarbonate

triethylamine

compound

4-{[bis(1H-imidazol-2-ylmethyl)-amino]-methyl}-N-(4-dipropylaminomethylphenyl)-benzamide

n-heptyl chloroformate

→

compound

4-{[bis(1-heptyloxycarbonyl-1H-imidazol-2-ylmethyl)-amino]-methyl}-N-(4-dipropylaminomethylphenyl)-benzamide

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeAfter completion of the reaction
2. 2
   workup.STIRRINGstirred for a while
3. 3
   ExtraktionThen, the solution was extracted with chloroform
4. 4
   Waschenwashed with a saturated aqueous sodium bicarbonate solution and saturated saline solution
5. 5
   TrocknenThe organic layer was dried with anhydrous sodium sulfate
6. 6
   workup.DISTILLATIONSubsequently, the solvent was distilled off
7. 7
   Sonstigethe residue was then purified through silica gel column chromatography (chloroform/methanol)

Vorschrift

The compound (83.8 mg) obtained in Example 19-3 was dissolved in anhydrous dichloromethane (1.5 ml). The solution was added with triethylamine (70.1 μl) and then added with n-heptyl chloroformate (74.9 μl) in an ice bath, followed by stirring overnight under a nitrogen atmosphere at room temperature. After completion of the reaction, the solution was added with a saturated aqueous sodium bicarbonate solution and stirred for a while. Then, the solution was extracted with chloroform and washed with a saturated aqueous sodium bicarbonate solution and saturated saline solution. The organic layer was dried with anhydrous sodium sulfate. Subsequently, the solvent was distilled off and the residue was then purified through silica gel column chromatography (chloroform/methanol), thereby obtaining the subject compound (111 mg) as a brown solid.

Quelle