Tetrahydro-2,5-dimethoxyfuran-3-carbaldehyde → HCID 18008908, compound

HRID 987480Notes

Reaction equation

HRID 987480 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([NH:6][C:7](=[O:17])[CH:8]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[NH:9]2)=[CH:4][C:3]=1[F:18].C[O:20][CH:21]1[CH:25]([CH:26]=O)[CH2:24][CH:23](OC)O1>C(O)C>[F:18][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:2]=1[N:1]1[CH:23]=[CH:24][C:25]([CH:21]=[O:20])=[CH:26]1)[NH:9][CH:8]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:7](=[O:17])[NH:6]2

Participants

4

Reactant 2

HCID 567310Tetrahydro-2,5-dimethoxyfuran-3-carbaldehydeHCID 18008913HCID 18008913, compound

Product 1

HCID 18008908HCID 18008908, compoundYield 13%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of ethyl 7-amino-6-fluoro-3-oxo-1,2,3,4-tetrahydroquinoxaline-2-carboxylate (2.03 g, 8.02 mmol) in ethanol (80 ml) was added dropwise 2,5-dimethoxytetrahydrofuran-3-aldehyde (1.36 ml, 9.62 mmol), and the mixture was refluxed for 3 hours. After cooling, the residue obtained by distilling off solvent was submitted to silica gel column chromatography [ethyl acetate-hexane=2:1] to obtain 333 mg of title compound as yellow powder. Yield 13%.

Workup

  1. temperaturethe mixture was refluxed for 3 hours
  2. temperatureAfter cooling
  3. customthe residue obtained
  4. distillationby distilling off solvent

Sources & evidence

ORD record
ord-e82db2d23804496184a1233e96abb03c
Source dataset
uspto-grants-2003_10
Patent number
US06632813B1

Reaction notes

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