Hydrochloric Acid → HCID 178469575, compound

HRID 402609Notes

Reaction equation

HRID 402609 reaction equation
[CH3:1][N:2]([CH3:21])[C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]2[O:11][CH2:12][C:13](=[O:20])[C:14]=2[C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:5][CH:4]=1.[NH:22]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][N:29]=2)[C:24]([CH:31]=O)=[CH:23]1.[ClH:33]>C(O)C>[ClH:33].[NH:22]1[C:30]2=[N:29][CH:28]=[CH:27][CH:26]=[C:25]2[C:24]([CH:31]=[C:12]2[O:11][C:10]([NH:9][C:6]3[CH:7]=[CH:8][C:3]([N:2]([CH3:1])[CH3:21])=[CH:4][CH:5]=3)=[C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:13]2=[O:20])=[CH:23]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 53728121H-Pyrrolo[2,3-b]pyridine-3-carbaldehydeHCID 86708297HCID 86708297, compound

Product 1

HCID 178469575HCID 178469575, compoundYield 35%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of ethyl 2-{[4-(dimethylamino)phenyl]amino}-4-oxo-4,5-dihydrofuran-3-carboxylate (0.073 g, 0.20 mmol) which similarly prepared according to the procedure described in the Example 2, First step and 7-azaindole-3-carboxaldehyde (0.029 g, 0.20 mmol) in ethanol (1.5 mL), 2M hydrochloric acid in ethanol (0.33 mL, 0.66 mmol) was added at ambient temperature. The mixture was refluxed for 1 h. Cooled to ambient temperature, the precipitate was collected by filtration, washed with ethanol and diisopropyl ether then dried to afford the titled compound (0.034 g, y. 35%).

Workup

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

Sources & evidence

ORD record
ord-1ce53098bf864763ad4a523050dce3df
Source dataset
uspto-grants-2014_06
Patent number
US08742113B2

Reaction notes

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