Réaction #341372

Équation de réaction

1H-Indole-3-carboxylic acid

oxalyl chloride

N-methylpiperazine

→

(1H-Indol-3-yl)-(4-methylpiperazin-1-yl)methanone

Solvants

dichloromethane

dichloromethane

Conditions de réaction

Traitement

1. 1
   AutreAfter completion of the reaction (TLC), volatile substances
2. 2
   workup.DISTILLATIONwere distilled off under the reduced pressure
3. 3
   AutreReaction mixture
4. 4
   Lavagewashed with water, brine and saturated solution of sodium bicarbonate
5. 5
   SéchageThe organic layer was dried over sodium sulfate
6. 6
   Autrethe organic solvents were evaporated under vacuo
7. 7
   AutreThe product was purified
8. 8
   Températurein increasing gradient

Mode opératoire

1H-Indole-3-carboxylic acid (1.61 g, 0.01 moles) was stirred with oxalyl chloride (0.99 g, 0.011 moles) in 20 mL dichloromethane at 0 to 25° C. for 3-4 hours. After completion of the reaction (TLC), volatile substances were distilled off under the reduced pressure. The residue was taken in 20 mL dichloroethane and to this stirred solution, was added N-methylpiperazine (1.1 g, 0.011 moles). The reaction mixture was further stirred for next 3-5 hours, till the reaction completes (TLC). Reaction mixture was diluted with dichloromethane 20 mL), washed with water, brine and saturated solution of sodium bicarbonate. The organic layer was dried over sodium sulfate and the organic solvents were evaporated under vacuo. The product was purified using column chromatography on silica gel G stationary phase and suitable combinations of ethyl acetate and methanol in increasing gradient, as the mobile phase.

Source