HCID 67095334, compound → HCID 67094812, compound

HRID 2112083Notes

Reaction equation

HRID 2112083 reaction equation
C(O[CH2:9][C:10]([NH:12][N:13]1[CH2:21][C:20]2[C:15](=[C:16]([N+:22]([O-])=O)[CH:17]=[CH:18][CH:19]=2)[C:14]1=[O:25])=[O:11])C1C=CC=CC=1>CO.[OH-].[Pd+2].[OH-]>[NH2:22][C:16]1[CH:17]=[CH:18][CH:19]=[C:20]2[C:15]=1[C:14](=[O:25])[N:13]([NH:12][C:10](=[O:11])[CH3:9])[CH2:21]2

Participants

4

Reactant 1

HCID 67095334HCID 67095334, compound

Product 1

HCID 67094812HCID 67094812, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

790 mg (2.3 mmol) 2-benzyloxy-N-(7-nitro-1-oxo-1,3-dihydro-isoindol-2-yl)-acetamide are dissolved in 100 ml of methanol and combined with 80 mg palladium hydroxide. The reaction mixture is hydrogenated for 48 h at 4 bar H2 pressure and 25° C. Then the catalyst is filtered off and the solvent is eliminated in vacuo. The crude product is purified by chromatography. The carrier used is silica gel and the eluant used is a mixture of dichloromethane:methanol (90:10).

Workup

  1. filtrationThen the catalyst is filtered off
  2. customThe crude product is purified by chromatography
  3. additiona mixture of dichloromethane:methanol (90:10)

Sources & evidence

ORD record
ord-bc0a3becff294ed981eb1ce4a2d5dacd
Source dataset
uspto-grants-2009_04
Patent number
US07521457B2

Reaction notes

Loading…