Reaktion #723110

Reaktionsgleichung

3-(1,2,3,5,8,8a-Hexahydro-7-indolizinyl)-1H-5-azaindole

NaN(TMS)2

2-chlorobenzoyl chloride

→

1-(2-chlorobenzoyl)-3-(1,2,3,5,8,8a-hexahydro-7-indolizinyl)-5-azaindole

Ausbeute 56.4%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe reaction mixture stirred overnight
2. 2
   SonstigeAfter dilution with dichloromethane, purification by column chromatography with 2% methanol (2M/NH3) in dichloromethane

Vorschrift

To a THF (1 mL) solution of 3-(1,2,3,5,8,8a-Hexahydro-7-indolizinyl)-1H-5-azaindole (10 mg, 0.0418 mmol) at RT, 1M NaN(TMS)2 (100,μL, 0.1 mmol) was added and the mixture stirred for 10 mins. 2-chlorobenzoyl chloride (13 μL, 0.103 mmol) was added and the reaction mixture stirred overnight. After dilution with dichloromethane, purification by column chromatography with 2% methanol (2M/NH3) in dichloromethane gave 1-(2-chlorobenzoyl)-3-(1,2,3,5,8,8a-hexahydro-7-indolizinyl)-5-azaindole (8.9 mg, 56.4%).

Quelle