HCID 86753651, compound → methyl 4,7-dimethoxy-1H-indole-2-carboxylate

HRID 361610Notes

Reaction equation

HRID 361610 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][C:4]=1[C:11](C1C=CC=CC=1)=[C:12]([N:17]=[N+]=[N-])[C:13]([O:15][CH3:16])=[O:14]>C1(C)C(C)=CC=CC=1>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[C:5]2[C:4]=1[CH:11]=[C:12]([C:13]([O:15][CH3:16])=[O:14])[NH:17]2

Participants

3

Reactant 1

HCID 86753651HCID 86753651, compound

Product 1

HCID 4714975methyl 4,7-dimethoxy-1H-indole-2-carboxylateYield 74.7%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A solution of 1.5 g (6.84 mmol) of the above-obtained methyl 2,5-dimethoxyphenyl-α-azidocinnamate in 300 ml of xylene was refluxed for 4 hours. After distilling off xylene, the residue was recrystallized from methanol to provide 1.01 g of the title compound (74.7%).

Workup

  1. distillationAfter distilling off xylene
  2. customthe residue was recrystallized from methanol

Sources & evidence

ORD record
ord-031bcfff8d504574be5d9be92800f607
Source dataset
uspto-grants-1999_02
Patent number
US05866594

Reaction notes

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