HCID 68686109, compound → HCID 68684908, compound

HRID 2262663Notes

Reaction equation

HRID 2262663 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:9]=[CH:10][C:11]([N+:18]([O-])=O)=[C:12]([CH2:14][C:15]([NH2:17])=[O:16])[CH:13]=2)[CH2:4][CH2:3]1>CO.[Pd]>[NH2:18][C:11]1[CH:10]=[CH:9][C:8]([N:5]2[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]2)=[CH:13][C:12]=1[CH2:14][C:15]([NH2:17])=[O:16]

Participants

4

Reactant 1

HCID 68686109HCID 68686109, compound

Product 1

HCID 68684908HCID 68684908, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 2-[5-(4-methyl-piperazin-1-yl)-2-nitro-phenyl]-acetamide (468 mg, 1.68 mmol) in MeOH (8.0 mL) is added 10% Pd on charcoal (59 mg). The reaction mixture is stirred for 18 h under a hydrogen atmosphere (1 atm.), filtered through a microfilter (0.45 μM), and the filtrate concentrated at reduced pressure. The remaining brown oil is dissolved in MeOH (1 mL), MTBE (5 mL) is added, and the solvent is carefully removed at reduced pressure to afford the title compound as a beige powder. ES+-MS: 249 [M+H]+.

Workup

  1. filtrationfiltered through a microfilter (0.45 μM)
  2. concentrationthe filtrate concentrated at reduced pressure
  3. dissolutionThe remaining brown oil is dissolved in MeOH (1 mL)
  4. additionMTBE (5 mL) is added
  5. customthe solvent is carefully removed at reduced pressure

Sources & evidence

ORD record
ord-c63622c3fc4347a991585c9b18412ae1
Source dataset
uspto-grants-2010_12
Patent number
US07851475B2

Reaction notes

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