Hydrochloric Acid → HCID 178469769, compound

HRID 402610Notes

Reaction equation

HRID 402610 reaction equation
[CH2:1]([N:3]([CH2:15][CH3:16])[C:4]1[O:5][CH2:6][C:7](=[O:14])[C:8]=1[C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH3:2].[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.[ClH:28]>C(O)C>[ClH:28].[NH:17]1[C:25]2=[N:24][CH:23]=[CH:22][CH:21]=[C:20]2[C:19]([CH:26]=[C:6]2[O:5][C:4]([N:3]([CH2:1][CH3:2])[CH2:15][CH3:16])=[C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[C:7]2=[O:14])=[CH:18]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 53728121H-Pyrrolo[2,3-b]pyridine-3-carbaldehydeHCID 86708298HCID 86708298, compound

Product 1

HCID 178469769HCID 178469769, compoundYield 38%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of ethyl 2-(diethylamino)-4-oxo-4,5-dihydrofuran-3-carboxylate (0.034 g, 0.15 mmol) which similarly prepared according to the procedure described in the Example 4, First step and 7-azaindole-3-carboxaldehyde (0.022 g, 0.15 mmol) in ethanol (1.0 mL), 2M hydrochloric acid in ethanol (0.16 mL, 0.32 mmol) was added at ambient temperature. The mixture was refluxed for 3 h. Cooled to ambient temperature, the precipitate was collected by filtration, washed with ethanol and diisopropyl ether then dried to afford the titled compound (0.023 g, y. 38%).

Workup

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

Sources & evidence

ORD record
ord-42fbe8f0d3aa4b6e8a6e6e21ecb2d00a
Source dataset
uspto-grants-2014_06
Patent number
US08742113B2

Reaction notes

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