Reaktion #1844001

Reaktionsgleichung

5-(2-aminoethyl)-1-azabicyclo[3.3.0]octane

4-amino-5-chloro-2,3-dihydrobenzo[b]furan-7-carboxylic acid

→

titled compound

Ausbeute 78.3%

4-Amino-N-[2-(1-azabicyclo[3.3.0]octan-5-yl)ethyl]-5-chloro-2,3-dihydrobenzo[b]furan-7-carboxamide

Ausbeute 78.3%

Lösungsmittel

tetrahydrofuran

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto reflux for 1 hour
2. 2
   TemperaturAfter cooled
3. 3
   workup.DISTILLATIONthe solvent was distilled out in vacuo
4. 4
   workup.DISSOLUTIONa residue was dissolved into chloroform
5. 5
   Waschenwashed with saturated sodium hydrogen carbonate solution
6. 6
   workup.DISTILLATIONwater, and thereafter, the solvent was distilled out in vacuo

Vorschrift

Into an agitating solution of 4-amino-5-chloro-2,3-dihydrobenzo[b]furan-7-carboxylic acid (3.21 g) in absolute tetrahydrofuran (50 ml), was added little by little 1,1-carbonylimidazole (2.43 g) and after lapsed 1 hour, a solution of 5-(2-aminoethyl)-1-azabicyclo[3.3.0]octane (2.31 g) in absolute tetrahydrofuran (2 ml) was added therein to reflux for 1 hour. After cooled, the solvent was distilled out in vacuo, a residue was dissolved into chloroform, washed with saturated sodium hydrogen carbonate solution and then water, and thereafter, the solvent was distilled out in vacuo. The resulting residue was refined by alumina column chromatography (developing solvent: chloroform) to afford 4.1 g of the titled compound.

Quelle