Piperidine → HCID 67282019, compound

HRID 1246169Notes

Reaction equation

HRID 1246169 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[CH2:5]2.[N:12]1([CH2:17][CH2:18][NH:19][C:20]([C:22]2[CH:26]=[C:25]([CH3:27])[NH:24][C:23]=2[CH:28]=O)=[O:21])[CH2:16][CH2:15][CH2:14][CH2:13]1.N1CCCCC1>C(O)C>[N:12]1([CH2:17][CH2:18][NH:19][C:20]([C:22]2[CH:26]=[C:25]([CH3:27])[NH:24][C:23]=2[CH:28]=[C:5]2[C:4]3[C:8](=[CH:9][CH:10]=[C:2]([Br:1])[CH:3]=3)[NH:7][C:6]2=[O:11])=[O:21])[CH2:16][CH2:15][CH2:14][CH2:13]1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 6111935-Bromo-2-oxindoleHCID 207616182-formyl-5-methyl-1H-pyrrole-3-carboxylic acid (2-pyrrolidin-1-yl-ethyl)-amide

Product 1

HCID 67282019HCID 67282019, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 5-bromo-2-oxindole (106 mg, 0.5 mmol), 2-formyl-5-methyl-1H-pyrrole-3-carboxylic acid (2-pyrrolidin-1-yl-ethyl)-amide (125 mg, 1 equiv.) and piperidine (0.2 mL) in ethanol (2 mL) was heated in a sealed tube at 80° C. for 1 hr and then cooled. The precipitate which formed was collected by vacuum filtration, washed with ethanol and ethyl acetate and dried to give the title compound as an orange solid.

Workup

  1. temperaturecooled
  2. customThe precipitate which formed
  3. filtrationwas collected by vacuum filtration
  4. washwashed with ethanol and ethyl acetate
  5. customdried

Sources & evidence

ORD record
ord-9dc80f7ad86c4d9499ec232c227ec260
Source dataset
uspto-grants-2006_10
Patent number
US07125905B2

Reaction notes

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