Hydrochloric Acid → HCID 178469740, compound

HRID 402604Notes

Reaction equation

HRID 402604 reaction equation
[CH2:1]([NH:8][C:9]1[O:10][CH2:11][C:12](=[O:19])[C:13]=1[C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:20]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][N:27]=2)[C:22]([CH:29]=O)=[CH:21]1.[ClH:31]>C(O)C>[ClH:31].[NH:20]1[C:28]2=[N:27][CH:26]=[CH:25][CH:24]=[C:23]2[C:22]([CH:29]=[C:11]2[O:10][C:9]([NH:8][CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[C:13]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:12]2=[O:19])=[CH:21]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 53728121H-Pyrrolo[2,3-b]pyridine-3-carbaldehydeHCID 53331283HCID 53331283, compound

Product 1

HCID 178469740HCID 178469740, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of ethyl 2-(benzylamino)-4-oxo-4,5-dihydrofuran-3-carboxylate (0.026 g, 0.10 mmol) which similarly prepared according to the procedure described in the Example 2, First step and 7-azaindole-3-carboxaldehyde (0.015 g, 0.10 mmol) in 2M hydrochloric acid in ethanol (1.0 mL) 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 (0.024 g, y. 56%).

Workup

  1. temperaturewas refluxed for 4 h
  2. filtrationthe precipitate was collected by filtration
  3. washwashed with ethanol and diisopropyl ether
  4. customthen dried

Sources & evidence

ORD record
ord-eb846732b2b648309553005b6f3085b7
Source dataset
uspto-grants-2014_06
Patent number
US08742113B2

Reaction notes

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