HCID 178514876, compound → HCID 178507489, compound

HRID 1822236Notes

Reaction equation

HRID 1822236 reaction equation
[N+:1]([C:4]1[CH:30]=[CH:29][CH:28]=[CH:27][C:5]=1[CH2:6][C:7]1[C:11]2[C:12](=[O:26])[N:13]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[C:14]3[N:15]=[CH:16][CH:17]=[CH:18][C:19]=3[C:10]=2[NH:9][N:8]=1)([O-])=O>CN(C=O)C.CO.[C].[Pd]>[NH2:1][C:4]1[CH:30]=[CH:29][CH:28]=[CH:27][C:5]=1[CH2:6][C:7]1[C:11]2[C:12](=[O:26])[N:13]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[C:14]3[N:15]=[CH:16][CH:17]=[CH:18][C:19]=3[C:10]=2[NH:9][N:8]=1

Participants

5

Reactant 1

HCID 178514876HCID 178514876, compound

Product 1

HCID 178507489HCID 178507489, compoundYield 100%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolventHCID 6228DimethylformamideSolvent

Procedure

To a solution of 3-(2-nitrobenzyl)-5-phenyl-1H-pyrazolo [4,3-c][1,8]naphthyridin-4 (5H)-one (376 mg, 0.95 mmol, prepared in Example 26) in DMF (20 ml) and methanol (20 ml) was added activated carbon-palladium (38 mg), the mixture was stirred under hydrogen atmosphere overnight, and filtered. After methanol was distilled off, the resultant solution was admixed with water, and filtered to give precipitates which were dried to afford 3-(2-aminobenzyl)-5-phenyl-1H-pyrazolo[4,3-c][1,8]naphthyridin-4 (5H)-one (349 mg, 100%).

Workup

  1. filtrationfiltered
  2. distillationAfter methanol was distilled off
  3. filtrationfiltered
  4. customto give
  5. customprecipitates which
  6. customwere dried

Sources & evidence

ORD record
ord-1f7ae3d4318f4b3dbf81b07f77ad6628
Source dataset
uspto-grants-2009_10
Patent number
US07608716B2

Reaction notes

Loading…