Potassium Carbonate → HCID 86681617, compound

HRID 571201Notes

Reaction equation

HRID 571201 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([C:7](=[O:13])[C:8](=[O:12])[NH:9]2)=[CH:5][CH:4]=1.C([O-])([O-])=O.[K+].[K+].Br[CH2:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23]>C(#N)C>[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([C:7](=[O:13])[C:8](=[O:12])[N:9]2[CH2:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 79177tert-Butyl bromoacetateHCID 103749726-Methoxyisatin

Product 1

HCID 86681617HCID 86681617, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 6-methoxyindoline-2,3-dione (350 mg, 1.976 mmol) in acetonitrile (10 ml), K2CO3 (328 mg, 2.371 mmol) and tert-butyl 2-bromoacetate (350 μl, 2.371 mmol) were added, and the mixture was reacted at room temperature overnight. The insoluble inorganic salts were filtered off and the solvent was evaporated obtaining the crude title compound (550 mg, 1.888 mmol, 96% yield). MS/ESI+ 292.1 [MH]+. The crude was used in the next step without further purification.

Workup

  1. customthe mixture was reacted at room temperature overnight
  2. filtrationThe insoluble inorganic salts were filtered off
  3. customthe solvent was evaporated

Sources & evidence

ORD record
ord-d8b5d0ab53c44c08b68b844e367fb313
Source dataset
uspto-grants-2015_05
Patent number
US09024027B2

Reaction notes

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