Piperidine → HCID 67282019, compound

HRID 2252207Notes

Reaction equation

HRID 2252207 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-a603f5d3b41a4181b0e896a60787900e
Source dataset
uspto-grants-2008_01
Patent number
US07320996B2

Reaction notes

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