Piperidine → HCID 178469444, compound

HRID 402704Notes

Reaction equation

HRID 402704 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([CH:7]2[CH2:12][CH2:11][N:10]([C:13]3[O:14][CH2:15][C:16](=[O:23])[C:17]=3[C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH2:9][CH2:8]2)[CH2:3][CH2:2]1.[NH:24]1[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][N:31]=2)[C:26]([CH:33]=O)=[CH:25]1.N1CCCCC1>C(O)C>[NH:24]1[C:32]2=[N:31][CH:30]=[CH:29][CH:28]=[C:27]2[C:26]([CH:33]=[C:15]2[O:14][C:13]([N:10]3[CH2:9][CH2:8][CH:7]([N:4]4[CH2:5][CH2:6][O:1][CH2:2][CH2:3]4)[CH2:12][CH2:11]3)=[C:17]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[C:16]2=[O:23])=[CH:25]1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 53728121H-Pyrrolo[2,3-b]pyridine-3-carbaldehydeHCID 86708398HCID 86708398, compound

Product 1

HCID 178469444HCID 178469444, compoundYield 13%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a stirred solution of ethyl 2-(4-morpholinopiperidin-1-yl)-4-oxo-4,5-dihydrofuran-3-carboxylate (0.10 g, 0.31 mmol) which similarly prepared according to the procedure described in the Example 74, Fourth step and 7-azaindole-3-carboxaldehyde (0.045 g, 0.31 mmol) in ethanol (10 mL), piperidine (0.020 mL, 0.20 mmol) was added at ambient temperature. The mixture was refluxed for 16 h. Cooled to ambient temperature, the precipitate was collected by filtration, washed with ethanol and hexane then dried to afford the titled compound (0.018 g, y. 13%) as solid.

Workup

  1. additionwas added at ambient temperature
  2. temperatureThe mixture was refluxed for 16 h
  3. filtrationthe precipitate was collected by filtration
  4. washwashed with ethanol and hexane
  5. customthen dried

Sources & evidence

ORD record
ord-4819af84561943b381bb13d7b6248428
Source dataset
uspto-grants-2014_06
Patent number
US08742113B2

Reaction notes

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