8-Hydroxy-2-quinolinecarboxaldehyde → HCID 178519908, compound

HRID 2060342Notes

Reaction equation

HRID 2060342 reaction equation
[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([NH2:10])=[CH:9][C:4]=2[N:3]=[CH:2]1.[OH:11][C:12]1[CH:13]=[CH:14][CH:15]=[C:16]2[C:21]=1[N:20]=[C:19]([CH:22]=O)[CH:18]=[CH:17]2.C([O:26][C:27](=O)[C:28](=[O:35])[CH2:29][C:30]([CH:32]1[CH2:34][CH2:33]1)=[O:31])C>C(O)C>[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([N:10]3[CH:22]([C:19]4[CH:18]=[CH:17][C:16]5[C:21](=[C:12]([OH:11])[CH:13]=[CH:14][CH:15]=5)[N:20]=4)[C:29]([C:30]([CH:32]4[CH2:34][CH2:33]4)=[O:31])=[C:28]([OH:35])[C:27]3=[O:26])=[CH:9][C:4]=2[N:3]=[CH:2]1

Participants

5

Reactant 3

HCID 5993428-Hydroxy-2-quinolinecarboxaldehydeHCID 16779961Ethyl 4-cyclopropyl-2,4-dioxobutanoateHCID 178507353HCID 178507353, compound

Product 1

HCID 178519908HCID 178519908, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

1H-Benzoimidazol-5-ylamine (1 mmol) and 8-Hydroxy-quinoline-2-carbaldehyde (1 mmol) were added to ethanol (5 ml). After 30 min 3 4-Cyclopropyl-2,4-dioxo-butyric acid ethyl ester (1 mmol) was added. The reaction was heated to 50° C. and stirred for 24 h. After evaporation of the solvent the residue was purified with chromatographic methods.

Workup

  1. customAfter evaporation of the solvent the residue
  2. customwas purified with chromatographic methods

Sources & evidence

ORD record
ord-fc3adc703e9f482fa01b1c740d7ad761
Source dataset
uspto-grants-2012_10
Patent number
US08278345B2

Reaction notes

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