Réaction #84053

Équation de réaction

6-aminoquinoline

pentafluorophenyl (1-azabicyclo[2.2.2]oct-3-yl)acetate hydrochloride

DMF

hydrochloric acid

carbonate

→

title compound

2-(1-Azabicyclo[2.2.2]oct-3-yl)-N-(7-quinolinyl)acetamide hydrochloride

Solvants

acetonitrile

Conditions de réaction

Traitement

1. 1
   workup.WAITAfter 1 h
2. 2
   Filtrationthe polystyrene resin is filtered off
3. 3
   Lavagewashed with THF
4. 4
   ConcentrationThe combined filtrates are concentrated in vacuo
5. 5
   Autrethe crude product is purified by preparative HPLC
6. 6
   AutreThe hydrochloride is prepared
7. 7
   workup.ADDITIONby mixing the product
8. 8
   Concentrationconcentrating again
9. 9
   AutreDrying under high vacuum

Mode opératoire

90.3 mg (0.24 mmol) of pentafluorophenyl (1-azabicyclo[2.2.2]oct-3-yl)acetate hydrochloride are dissolved in 1 ml of DMF, mixed with 51.6 mg (0.36 mmol) of 6-aminoquinoline and stirred at room temperature overnight. 1 g of MP-carbonate (polymer-bound carbonate, capacity: 2.5-3.5 mmol/g; from Argonaut Technologies, USA) is added. After 1 h, the polystyrene resin is filtered off and washed with THF. The combined filtrates are concentrated in vacuo, and the crude product is purified by preparative HPLC. The hydrochloride is prepared by mixing the product with a mixture of 1 M hydrochloric acid and acetonitrile and concentrating again. Drying under high vacuum results in 44 mg (50.2% of theory) of the title compound.

Source