Potassium Carbonate → HCID 64252249, compound

HRID 571213Notes

Reaction equation

HRID 571213 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH:6]=[CH:7][NH:8]2)([O-:3])=[O:2].C([O-])([O-])=O.[K+].[K+].Br[CH2:20][C:21]([O:23][CH3:24])=[O:22]>CN(C=O)C>[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH:6]=[CH:7][N:8]2[CH2:20][C:21]([O:23][CH3:24])=[O:22])([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 60984Methyl bromoacetateHCID 1457664-Nitro-1H-indole

Product 1

HCID 64252249HCID 64252249, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of 4-nitro-1H-indole (500 mg, 3.08 mmol) in DMF (10 ml), K2CO3 (511 mg, 3.70 mmol) and methyl 2-bromoacetate (343 μl, 3.70 mmol) were added, and the mixture was stirred at 100° C. under MW irradiation for 30 minutes. The insoluble inorganic salts was filtered off, and the solvent was evaporated, recovering crude desired methyl 2-(4-nitro-1H-indol-1-yl)acetate which was used in the next step without further purification (810 mg). MS/ESI+ 235.1 [MH]+.

Workup

  1. filtrationThe insoluble inorganic salts was filtered off
  2. customthe solvent was evaporated
  3. customrecovering crude desired methyl 2-(4-nitro-1H-indol-1-yl)acetate which
  4. customwas used in the next step without further purification (810 mg)

Sources & evidence

ORD record
ord-c7620efff4fe4392b932c6464c73d8c6
Source dataset
uspto-grants-2015_05
Patent number
US09024027B2

Reaction notes

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