Water → HCID 23289956, compound

HRID 1457525Notes

Reaction equation

HRID 1457525 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Br[CH2:8][C:9]([C:11]1[CH:12]=[C:13]2[C:17](=[CH:18][CH:19]=1)[NH:16][C:15](=[O:20])[CH2:14]2)=[O:10].O>CN(C)C=O>[N:1]1([CH2:8][C:9]([C:11]2[CH:12]=[C:13]3[C:17](=[CH:18][CH:19]=2)[NH:16][C:15](=[O:20])[CH2:14]3)=[O:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 962WaterHCID 8082PiperidineHCID 220993095-(Bromoacetyl)-1,3-dihydro-2H-indol-2-one

Product 1

HCID 23289956HCID 23289956, compoundYield 49.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of piperidine (0.39 ml, 3.9 mmole) and 5-(2-bromoacetyl)-2-indolinone (500 mg, 1.97 mmole) in N,N-dimethylformamide (15 ml) was stirred at room temperature 4 h then was poured into water (50 ml) and washed with dichloromethane (250 ml), the organic solution was washed with water several times and dried over sodium sulfate. After evaporation of the solvent the residue was chromatographed on siiica-gel using ethyl acetate as eluant to give 5-(2-piperidin-1-yl-acetyl)-2-indolinone (250 mg).

Workup

  1. washwashed with dichloromethane (250 ml)
  2. washthe organic solution was washed with water several times
  3. dry with materialdried over sodium sulfate
  4. customAfter evaporation of the solvent the residue
  5. customwas chromatographed on siiica-gel

Sources & evidence

ORD record
ord-2ec7ae9f58e54e2bb562f0ff5e9b9647
Source dataset
uspto-grants-1998_12
Patent number
US05849710

Reaction notes

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