1H-Pyrrolo[2,3-b]pyridine-3-carbaldehyde → HCID 178469790, compound

HRID 402627Notes

Reaction equation

HRID 402627 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][NH:5][C:6]1[O:7][CH2:8][C:9](=[O:16])[C:10]=1[C:11]([O:13][CH2:14][CH3:15])=[O:12].[NH:17]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][N:24]=2)[C:19]([CH:26]=O)=[CH:18]1>C(O)C.N1CCCCC1>[NH:17]1[C:25]2=[N:24][CH:23]=[CH:22][CH:21]=[C:20]2[C:19]([CH:26]=[C:8]2[O:7][C:6]([NH:5][CH2:4][CH2:3][O:2][CH3:1])=[C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:9]2=[O:16])=[CH:18]1

Participants

5

Reactant 2

HCID 53728121H-Pyrrolo[2,3-b]pyridine-3-carbaldehydeHCID 86708320HCID 86708320, compound

Product 1

HCID 178469790HCID 178469790, compound

Reagents, catalysts & solvents 2

HCID 8082PiperidineCatalystHCID 702EthanolSolvent

Procedure

To a solution of ethyl 2-[(2-methoxyethyl)amino]-4-oxo-4,5-dihydrofuran-3-carboxylate (0.50 g, 2.2 mmol) which similarly prepared according to the procedure described in the Example 4, First step and 7-azaindole-3-carboxaldehyde (0.32 g, 2.2 mmol) in ethanol (3.0 mL), piperidine (5 drops) 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 then dried to afford the titled compound 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
  5. customthen dried

Sources & evidence

ORD record
ord-24bac71b87c54a259e0d76c5694b0e92
Source dataset
uspto-grants-2014_06
Patent number
US08742113B2

Reaction notes

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