Hydrochloric Acid → HCID 178469755, compound

HRID 402606Notes

Reaction equation

HRID 402606 reaction equation
[O:1]=[C:2]1[CH2:6][O:5][C:4]([NH:7][CH2:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[C:3]1[C:16]([O:18][CH2:19][CH3:20])=[O:17].[NH:21]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][N:28]=2)[C:23]([CH:30]=O)=[CH:22]1.[ClH:32]>C(O)C>[ClH:32].[NH:21]1[C:29]2=[N:28][CH:27]=[CH:26][CH:25]=[C:24]2[C:23]([CH:30]=[C:6]2[O:5][C:4]([NH:7][CH2:8][CH2:9][C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=3)=[C:3]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:2]2=[O:1])=[CH:22]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 53728121H-Pyrrolo[2,3-b]pyridine-3-carbaldehydeHCID 86708293HCID 86708293, compound

Product 1

HCID 178469755HCID 178469755, compoundYield 32%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of ethyl 4-oxo-2-(phenethylamino)-4,5-dihydrofuran-3-carboxylate (0.041 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. 32%).

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-eb39db2f84384180b6283d05ddb0714e
Source dataset
uspto-grants-2014_06
Patent number
US08742113B2

Reaction notes

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