Hydrochloric Acid → HCID 178469516, compound

HRID 402611Notes

Reaction equation

HRID 402611 reaction equation
[CH:1]1([NH:7][C:8]2[O:9][CH2:10][C:11](=[O:18])[C:12]=2[C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[NH:19]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][N:26]=2)[C:21]([CH:28]=O)=[CH:20]1.[ClH:30]>C(O)C>[ClH:30].[NH:19]1[C:27]2=[N:26][CH:25]=[CH:24][CH:23]=[C:22]2[C:21]([CH:28]=[C:10]2[O:9][C:8]([NH:7][CH:1]3[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]3)=[C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:11]2=[O:18])=[CH:20]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 53728121H-Pyrrolo[2,3-b]pyridine-3-carbaldehydeHCID 86708300HCID 86708300, compound

Product 1

HCID 178469516HCID 178469516, compoundYield 22%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of ethyl 2-(cyclohexylamino)-4-oxo-4,5-dihydrofuran-3-carboxylate (0.019 g, 0.075 mmol) which similarly prepared according to the procedure described in the Example 2, First step and 7-azaindole-3-carboxaldehyde (0.011 g, 0.075 mmol) in ethanol (1.0 mL), 2M hydrochloric acid in ethanol (0.079 mL, 0.16 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 (0.0070 g, y. 22%).

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-eb7c51b59273426796396a7cb3ee6485
Source dataset
uspto-grants-2014_06
Patent number
US08742113B2

Reaction notes

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