ethyl 2-[2-methyl-3-(4-nitrobenzyl)-1H-indol-1-yl]acetate → HCID 89590249, compound

HRID 589338Notes

Reaction equation

HRID 589338 reaction equation
[CH3:1][C:2]1[N:3]([CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])[C:4]2[C:9]([C:10]=1[CH2:11][C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-])=O)=[CH:14][CH:13]=1)=[CH:8][CH:7]=[CH:6][CH:5]=2>CO.[Pd]>[NH2:18][C:15]1[CH:14]=[CH:13][C:12]([CH2:11][C:10]2[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[N:3]([CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])[C:2]=2[CH3:1])=[CH:17][CH:16]=1

Participants

4

Reactant 1

HCID 89590291ethyl 2-[2-methyl-3-(4-nitrobenzyl)-1H-indol-1-yl]acetate

Product 1

HCID 89590249HCID 89590249, compoundYield 92.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Into a dry reaction vessel, ethyl 2-[2-methyl-3-(4-nitrobenzyl)-1H-indol-1-yl]acetate (2.7 g, 7.66 mmol) was added, and dissolved in 30 mL methanol. 10% Pd/C 300 mg was added, purged with hydrogen, and reacted overnight. After completion of the reaction, it was filtered, and the filter cake was washed with methanol. The filtrate was rotate evaporated to dryness to obtain a white solid 2.28 g, at a yield of 92.3%.

Workup

  1. additionwas added
  2. custompurged with hydrogen
  3. customreacted overnight
  4. customAfter completion of the reaction, it
  5. filtrationwas filtered
  6. washthe filter cake was washed with methanol
  7. customThe filtrate was rotate evaporated to dryness

Sources & evidence

ORD record
ord-d107c81be49a4042b277ff6bf056454e
Source dataset
uspto-grants-2016_01
Patent number
US09233098B2

Reaction notes

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