1-(3-nitro-phenyl)-3-(2-oxo-2,3-dihydro-1H-indol-6-yl)-urea → HCID 59804327, compound

HRID 422011Notes

Reaction equation

HRID 422011 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([NH:10][C:11]([NH:13][C:14]2[CH:22]=[C:21]3[C:17]([CH2:18][C:19](=[O:23])[NH:20]3)=[CH:16][CH:15]=2)=[O:12])[CH:7]=[CH:8][CH:9]=1)([O-])=O>CN(C=O)C.CO.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([NH:10][C:11]([NH:13][C:14]2[CH:22]=[C:21]3[C:17]([CH2:18][C:19](=[O:23])[NH:20]3)=[CH:16][CH:15]=2)=[O:12])[CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 598042911-(3-nitro-phenyl)-3-(2-oxo-2,3-dihydro-1H-indol-6-yl)-urea

Product 1

HCID 59804327HCID 59804327, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21901440N,N-dimethylformamide methanolSolvent

Procedure

1-(3-nitro-phenyl)-3-(2-oxo-2,3-dihydro-1H-indol-6-yl)-urea (0.23 g, 0.74 mmol) is dissolved in a mixture of DMF-MeOH. To this solution is added Pd/C (10%, wet, 0.10 g). The reaction is placed under a hydrogen balloon and stirred for 20 hours at room temperature. The catalyst is removed and the solvent is evaporated to give 1-(3-amino-phenyl)-3-(2-oxo-2,3-dihydro-1H-indol-6-yl)-urea. LC-MS: 283.1 (MH+).

Workup

  1. customThe catalyst is removed
  2. customthe solvent is evaporated

Sources & evidence

ORD record
ord-fa6fe03cef60493bbd24bfe3d7dbfd21
Source dataset
uspto-grants-2012_01
Patent number
US08101608B2

Reaction notes

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