HCID 178418361, compound → HCID 178435261, compound

HRID 1440218Notes

Reaction equation

HRID 1440218 reaction equation
[CH2:1]([C:3]1([C:16]2[N:17]=[CH:18][NH:19][CH:20]=2)[CH2:11][C:10]2[C:5](=[CH:6][C:7]([N+:12]([O-])=O)=[CH:8][CH:9]=2)[C:4]1=[O:15])[CH3:2].[H][H]>C(O)C.[Pd]>[NH2:12][C:7]1[CH:6]=[C:5]2[C:10]([CH2:11][C:3]([CH2:1][CH3:2])([C:16]3[N:17]=[CH:18][NH:19][CH:20]=3)[C:4]2=[O:15])=[CH:9][CH:8]=1

Participants

5

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178435262HCID 178435262, compound

Product 1

HCID 178435261HCID 178435261, compoundYield 93.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To 7.20 g (0.0265 mol) of 2-ethyl-2,3-dihydro-2-(1H-imidazol-4-yl)-6-nitro-1H-inden-1-one dissolved in 70 ml of ethanol was added 0.7 g of 10% palladium on carbon and the mixture was shaken in an atmosphere of hydrogen at the room temperature. When the reduction came to a standstill the catalyst was removed. The filtrate was concentrated to give 6-amino-2-ethyl-2,3-dihydro-2-(1H-imidazol-4-yl)-1H-inden-1-one (5.96 g, 93%). The product was purified by flash chromatography eluting with methylene chloride--methanol mixture (9.5:0.5).

Workup

  1. customwas removed
  2. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-6e9f3f314f27479a808099ea4bad1b24
Source dataset
uspto-grants-1996_03
Patent number
US05498623

Reaction notes

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