HCID 18422091, compound → HCID 22238157, compound

HRID 1281720Notes

Reaction equation

HRID 1281720 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([C:11]2[CH:16]=[CH:15][N:14]=[C:13]([N:17]3[CH2:22][CH2:21][O:20][CH2:19][CH2:18]3)[CH:12]=2)=[O:10])=[CH:4][C:3]=1[NH:23][C:24](=[O:42])[C:25]1[CH:30]=[C:29]([N:31]([CH2:33][CH2:34][CH2:35][N:36]([CH3:38])[CH3:37])[CH3:32])[CH:28]=[CH:27][C:26]=1[N+:39]([O-])=O>[Pd].CO>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([C:11]2[CH:16]=[CH:15][N:14]=[C:13]([N:17]3[CH2:18][CH2:19][O:20][CH2:21][CH2:22]3)[CH:12]=2)=[O:10])=[CH:4][C:3]=1[NH:23][C:24](=[O:42])[C:25]1[CH:30]=[C:29]([N:31]([CH2:33][CH2:34][CH2:35][N:36]([CH3:38])[CH3:37])[CH3:32])[CH:28]=[CH:27][C:26]=1[NH2:39]

Participants

4

Reactant 1

HCID 18422091HCID 18422091, compound

Product 1

HCID 22238157HCID 22238157, compoundYield 71.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of N-[2-methyl-5-(2-morpholinopyrid-4-ylcarbonylamino)phenyl]-5-[N-(3-dimethylaminopropyl)-N-methylamino]-2-nitrobenzamide (0.22 g), 10% palladium-on-carbon (0.02 g) and methanol (15 ml) was stirred under an atmosphere of hydrogen gas. After cessation of hydrogen uptake, the catalyst was removed by filtration through diatomaceous earth and the filtrate was evaporated. There was thus obtained the title compound (0.15 g); Mass Spectrum M+H+ 546.

Workup

  1. customAfter cessation of hydrogen uptake, the catalyst was removed by filtration through diatomaceous earth
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-4847b77aa05f451cb8bef60c0b59413e
Source dataset
uspto-grants-2002_09
Patent number
US06455520B1

Reaction notes

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