Maleimide → 3-(5-methyl-1H-indol-3-yl)pyrrolidine-2,5-dione

HRID 918896

Reaction equation

HRID 918896 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[CH:5]2.[C:11]1(=[O:17])[NH:15][C:14](=[O:16])[CH:13]=[CH:12]1>C(O)(=O)C>[CH3:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH:13]1[CH2:12][C:11](=[O:17])[NH:15][C:14]1=[O:16]

Participants

4

Reactant 2

HCID 10935MaleimideHCID 119785-Methylindole

Product 1

HCID 670364713-(5-methyl-1H-indol-3-yl)pyrrolidine-2,5-dioneYield 40.4%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

5-Methyl indole (10 g, 76 mmol) and maleimide (7.4 g, 76 mmol) in 77 mL of glacial acetic acid was heated at 90° C. for 24 h. The reaction mixture was cooled to RT, and the acetic acid was evaporated under reduced pressure. The residue was suspended in diethyl ether and filtered to obtain solid product (7 g).

Workup

  1. customthe acetic acid was evaporated under reduced pressure
  2. filtrationfiltered

Sources & evidence

ORD record
ord-e263406efc4e4511a115f4c8388cbe6a
Source dataset
uspto-grants-2016_03
Patent number
US09271971B2

Linked notes

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