HCID 66742608, compound → 5-(4-Methylpiperazin-1-yl)pyrazin-2-amine

HRID 1431126Notes

Reaction equation

HRID 1431126 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[N:12][C:11]([N+:14]([O-])=O)=[CH:10][N:9]=2)[CH2:4][CH2:3]1>CO.[Pd]>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([C:8]2[CH:13]=[N:12][C:11]([NH2:14])=[CH:10][N:9]=2)[CH2:6][CH2:7]1

Participants

4

Reactant 1

HCID 66742608HCID 66742608, compound

Product 1

HCID 592999765-(4-Methylpiperazin-1-yl)pyrazin-2-amineYield 98.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2-(4-methylpiperazin-1-yl)-5-nitropyrazine (328 mg, 1.47 mmol) was dissolved in MeOH (15 ml) at room temperature. Pd/C (10%) (50 mg) was added while the reaction mixture was stirred. The reaction mixture was placed under a H2 balloon and stirred at rt for 1.5 hrs. The reaction mixture was filtered through celite and washed with MeOH (30 mL). The filtrate was stripped and dried under vacuum after azeotroping with toluene twice to give a light brown gummy material (280 mg, yield 89%).

Workup

  1. stirringstirred at rt for 1.5 hrs
  2. filtrationThe reaction mixture was filtered through celite
  3. washwashed with MeOH (30 mL)
  4. customdried under vacuum
  5. customafter azeotroping with toluene twice

Sources & evidence

ORD record
ord-fd0efb1481cb44a28c32f41cfa974e0c
Source dataset
uspto-grants-2015_01
Patent number
US08940741B2

Reaction notes

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