HCID 59257891, compound → HCID 66636677, compound

HRID 551076Notes

Reaction equation

HRID 551076 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[C:6]([CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])=[CH:7][N:8]2[CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])([O-])=O>CCO.[Pd]>[NH2:1][C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[C:6]([CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])=[CH:7][N:8]2[CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15]

Participants

4

Reactant 1

HCID 59257891HCID 59257891, compound

Product 1

HCID 66636677HCID 66636677, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of diethyl 2,2′-(4-nitro-1H-indole-1,3-diyl)diacetate from Step E (140 mg, 0.419 mmol) and 10% Pd/C (20 mg) in EtOH (20 mL) was stirred under an atmosphere of hydrogen (ca. 1 atm). After 1.5 h, the reaction mixture was filtered through a Celite pad and concentrated in vacuo to give the title compound. MS: m/z=305 (M+1).

Workup

  1. filtrationthe reaction mixture was filtered through a Celite pad
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-a73eded245bd41eb9b1bf4d4c4f150dd
Source dataset
uspto-grants-2011_05
Patent number
US07947677B2

Reaction notes

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