HCID 178418361, compound → (+/-)-5-(2,5-Dioxo-4-imidazolidinylmethyl)-3-(1-methyl-4-piperidyl)-1H-indole

HRID 1608978Notes

Reaction equation

HRID 1608978 reaction equation
[CH3:1][N:2]1[CH2:7][CH:6]=[C:5]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([CH:17]=[C:18]4[NH:22][C:21](=[O:23])[NH:20][C:19]4=[O:24])[CH:15]=3)[NH:10][CH:9]=2)[CH2:4][CH2:3]1.[H][H]>O.C(O)C.[Pd]>[O:23]=[C:21]1[NH:22][CH:18]([CH2:17][C:14]2[CH:15]=[C:16]3[C:11](=[CH:12][CH:13]=2)[NH:10][CH:9]=[C:8]3[CH:5]2[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]2)[C:19](=[O:24])[NH:20]1

Participants

6

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178480208HCID 178480208, compound

Product 1

HCID 15233277(+/-)-5-(2,5-Dioxo-4-imidazolidinylmethyl)-3-(1-methyl-4-piperidyl)-1H-indoleYield 98.8%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

The product from step (c) (2.4 g) was suspended in a mixture of water (100 ml) and ethanol (200 ml) and 10% w/w Pd/C (0.25 g) added. The mixture was stirred under 1 atoms. pressure of hydrogen for 17 hours when uptake was complete. The mixture was filtered through Hyflo and the filtrate evaporated in vacuo to give the desired product as a colourless solid (2.4 g).

Workup

  1. additionadded
  2. filtrationThe mixture was filtered through Hyflo
  3. customthe filtrate evaporated in vacuo

Sources & evidence

ORD record
ord-94c228a628854c7dbbb7caa80fb57a4c
Source dataset
uspto-grants-1995_03
Patent number
US05399574

Reaction notes

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