5-Aminoindole → HCID 178517073, compound

HRID 1637921Notes

Reaction equation

HRID 1637921 reaction equation
C([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6](=[C:13](OCC)[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:5]1=[O:23])(=O)C.[NH2:24][C:25]1[CH:26]=[C:27]2[C:31](=[CH:32][CH:33]=1)[NH:30][CH:29]=[CH:28]2>C1(C)C=CC=CC=1>[NH:30]1[C:31]2[C:27](=[CH:26][C:25]([NH:24]/[C:13](=[C:6]3\[C:5](=[O:23])[NH:4][C:12]4[C:7]\3=[CH:8][CH:9]=[CH:10][CH:11]=4)/[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)=[CH:33][CH:32]=2)[CH:28]=[CH:29]1

Participants

4

Reactant 2

HCID 788675-AminoindoleHCID 542378881-Acetyl-3-(1-ethoxy-1-phenylmethylidene}-2-indolinone

Product 1

HCID 178517073HCID 178517073, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

0.307 g (1 mmol) of 1-acetyl-3-{1-ethoxy-1-phenylmethylidene}-2-indolinone and 0.400 mg (3 mmol) of 5-amino-indole are refluxed in 10 ml toluene for 1 hour. The mixture is evaporated down in vacuo and the evaporation residue is distributed between EtOac and water. A viscous oil is obtained from the organic phase after drying, filtering and evaporation in vacuo, and this oil is purified by column chromatography on silica gel with the eluant EtOac/petroleum ether (1:1).

Workup

  1. customThe mixture is evaporated down in vacuo
  2. customA viscous oil is obtained from the organic phase
  3. customafter drying
  4. filtrationfiltering
  5. customevaporation in vacuo
  6. customthis oil is purified by column chromatography on silica gel with the eluant EtOac/petroleum ether (1:1)

Sources & evidence

ORD record
ord-6210254725914173a63f17efa2062a23
Source dataset
uspto-grants-2000_03
Patent number
US06043254

Reaction notes

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