Piperidine → HCID 178468589, compound

HRID 1883775Notes

Reaction equation

HRID 1883775 reaction equation
C([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH:11]=2)[C:6](=[C:18](OCC)[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:5]1=[O:28])(=O)C.[N:29]1([CH2:35][C:36]2[CH:42]=[CH:41][C:39]([NH2:40])=[CH:38][CH:37]=2)[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]1.N1CCCCC1>CN(C)C=O>[N:29]1([CH2:35][C:36]2[CH:37]=[CH:38][C:39]([NH:40]/[C:18](=[C:6]3\[C:5](=[O:28])[NH:4][C:12]4[C:7]\3=[CH:8][CH:9]=[C:10]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH:11]=4)/[C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[CH:41][CH:42]=2)[CH2:30][CH2:31][CH2:32][CH2:33][CH2:34]1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 8461504-(Piperidin-1-ylmethyl)anilineHCID 685275611-Acetyl-3-(1-ethoxy-1-phenylmethylene)-6-ethoxycarbonyl-2-indolinone

Product 1

HCID 178468589HCID 178468589, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

1.5 g of 1-acetyl-3-(1-ethoxy-1-phenylmethylene)-6-ethoxycarbonyl-2-indolinone and 1.1 g of 4-(piperidin-1-yl-methyl)-aniline are dissolved in 15 ml of dimethylformamide and stirred for 45 minutes at 100° C. After cooling 5.0 ml of piperidine are added and the mixture is stirred for another 3 hours at room temperature. The solvent is removed and the residue purified over an aluminium oxide column (activity: 2-3) with methylene chloride/ethanol (100:3) as eluant.

Workup

  1. additionare added
  2. stirringthe mixture is stirred for another 3 hours at room temperature
  3. customThe solvent is removed
  4. customthe residue purified over an aluminium oxide column (activity: 2-3) with methylene chloride/ethanol (100:3) as eluant

Sources & evidence

ORD record
ord-96f50ce8105c4798aeb7c5fe5e6a793c
Source dataset
uspto-grants-2004_07
Patent number
US06762180B1

Reaction notes

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