HCID 68696643, compound → HCID 68089227, compound

HRID 2246709Notes

Reaction equation

HRID 2246709 reaction equation
[CH3:1][C:2]1[N:3]([CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:4]2[C:9]([CH:10]=1)=[CH:8][C:7]([N+:11]([O-])=O)=[CH:6][CH:5]=2>C(O)C.[Pd]>[NH2:11][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]([CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:2]([CH3:1])=[CH:10]2

Participants

4

Reactant 1

HCID 68696643HCID 68696643, compound

Product 1

HCID 68089227HCID 68089227, compoundYield 96.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A suspension of 2-methyl-5-nitro-1H-indole-1-acetic acid, ethyl ester (6.2 g) in ethanol (600 ml) in the presence of 10% palladium on charcoal (0.6 g) was stirred under a hydrogen atmosphere at 3 bar for 4 hours. The mixture was filtered through celite and the filtrate evaporated to give the sub-title compound as a pink viscous oil (5.3 g).

Workup

  1. filtrationThe mixture was filtered through celite
  2. customthe filtrate evaporated

Sources & evidence

ORD record
ord-b74b9ac43da94188b28d56f826bd7160
Source dataset
uspto-grants-2010_03
Patent number
US07687535B2

Reaction notes

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