Methyl 2-(Boc-piperazin-1-yl)-5-nitrobe& → HCID 57675023, compound

HRID 1170745Notes

Reaction equation

HRID 1170745 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-])=O)=[CH:16][C:15]=2[C:23]([O:25][CH3:26])=[O:24])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([NH2:20])=[CH:16][C:15]=2[C:23]([O:25][CH3:26])=[O:24])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 16217873Methyl 2-(Boc-piperazin-1-yl)-5-nitrobe&

Product 1

HCID 57675023HCID 57675023, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 4-(2-methoxycarbonyl-4-nitro-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (1.0 g, 2.7 mmol) in MeOH (30 mL) was added 10 wt % Pd/C (0.1 equiv by wt) under argon atmosphere. The mixture was evacuated and then refilled with hydrogen (3 cycles) and stirred at room temperature for 2 h. The heterogeneous reaction mixture was filtered through a pad of Celite, washed with MeOH and concentrated in vacuo. The crude amino-compound was used in the next step without purification. MS (ES+): m/z 336 (M+H)+.

Workup

  1. customThe mixture was evacuated
  2. additionrefilled with hydrogen (3 cycles)
  3. filtrationThe heterogeneous reaction mixture was filtered through a pad of Celite
  4. washwashed with MeOH
  5. concentrationconcentrated in vacuo
  6. customThe crude amino-compound was used in the next step without purification

Sources & evidence

ORD record
ord-f5fe762947f44b39930e21418e5d334d
Source dataset
uspto-grants-2010_11
Patent number
US07825246B2

Reaction notes

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