1-methyl-4-(4-nitro-1H-pyrazol-1-yl)piperidine → 1-(1-methylpiperidin-4-yl)-1H-pyrazol-4-amine

HRID 1968523Notes

Reaction equation

HRID 1968523 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([N:8]2[CH:12]=[C:11]([N+:13]([O-])=O)[CH:10]=[N:9]2)[CH2:4][CH2:3]1>CO>[CH3:1][N:2]1[CH2:3][CH2:4][CH:5]([N:8]2[CH:12]=[C:11]([NH2:13])[CH:10]=[N:9]2)[CH2:6][CH2:7]1

Participants

3

Reactant 1

HCID 670755081-methyl-4-(4-nitro-1H-pyrazol-1-yl)piperidine

Product 1

HCID 533023461-(1-methylpiperidin-4-yl)-1H-pyrazol-4-amine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1-Methyl-4-(4-nitro-1H-pyrazol-1-yl)piperidine (132 mg, 0.628 mmol) was dissolved in methanol (6 mL) and the flask was purged with N2. Pd/C (15 mg) was added and the flask was flushed with H2 and stirred under 1 atm H2 (balloon) for 3 hours. The reaction mixture was purged with N2, and filtered through a pad of Celite. The filtrate was concentrated to dryness, yielding 1-(1-methylpiperidin-4-yl)-1H-pyrazol-4-amine.

Workup

  1. customthe flask was purged with N2
  2. additionPd/C (15 mg) was added
  3. customthe flask was flushed with H2
  4. customThe reaction mixture was purged with N2
  5. filtrationfiltered through a pad of Celite
  6. concentrationThe filtrate was concentrated to dryness

Sources & evidence

ORD record
ord-042ed6d47da642a0aca74e29959da5c2
Source dataset
uspto-grants-2013_04
Patent number
US08426408B2

Reaction notes

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