Hydrochloric Acid → HCID 178463342, compound

HRID 402605Notes

Reaction equation

HRID 402605 reaction equation
[CH2:1]([NH:3][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:15]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][N:22]=2)[C:17]([CH:24]=O)=[CH:16]1.[ClH:26]>C(O)C>[ClH:26].[NH:15]1[C:23]2=[N:22][CH:21]=[CH:20][CH:19]=[C:18]2[C:17]([CH:24]=[C:6]2[O:5][C:4]([NH:3][CH2:1][CH3:2])=[C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[C:7]2=[O:14])=[CH:16]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 358762HCID 358762, compoundHCID 53728121H-Pyrrolo[2,3-b]pyridine-3-carbaldehyde

Product 1

HCID 178463342HCID 178463342, compoundYield 42%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of ethyl 2-(ethylamino)-4-oxo-4,5-dihydrofuran-3-carboxylate (0.033 g, 0.17 mmol) which similarly prepared according to the procedure described in the Example 2, First step and 7-azaindole-3-carboxaldehyde (0.024 g, 0.17 mmol) in ethanol (1.5 mL), 2M hydrochloric acid in ethanol (0.17 mL, 0.34 mmol) was added at ambient temperature. The mixture was refluxed for 4 h. Cooled to ambient temperature, the precipitate was collected by filtration, washed with ethanol and diisopropyl ether then dried to afford the titled compound (0.026 g, y. 42%).

Workup

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

Sources & evidence

ORD record
ord-b0330478a53a4d45810e6997a78adaa8
Source dataset
uspto-grants-2014_06
Patent number
US08742113B2

Reaction notes

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