反応 #341372

反応方程式

1H-Indole-3-carboxylic acid

oxalyl chloride

N-methylpiperazine

→

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

溶媒

dichloromethane

dichloromethane

反応条件

後処理

1. 1
   その他After completion of the reaction (TLC), volatile substances
2. 2
   workup.DISTILLATIONwere distilled off under the reduced pressure
3. 3
   その他Reaction mixture
4. 4
   洗浄washed with water, brine and saturated solution of sodium bicarbonate
5. 5
   乾燥The organic layer was dried over sodium sulfate
6. 6
   その他the organic solvents were evaporated under vacuo
7. 7
   その他The product was purified
8. 8
   温度in increasing gradient

実験手順

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.

出典