HCID 535951, compound → 4-amino-1-methyl-1H-pyrazole-3-carbonitrile

HRID 1045964Notes

Reaction equation

HRID 1045964 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([N+:7]([O-])=O)[C:4]([C:10]#[N:11])=[N:3]1>C(Cl)Cl.[Pd]>[NH2:7][C:5]1[C:4]([C:10]#[N:11])=[N:3][N:2]([CH3:1])[CH:6]=1

Participants

4

Reactant 1

HCID 535951HCID 535951, compound

Product 1

HCID 552845534-amino-1-methyl-1H-pyrazole-3-carbonitrile

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6344DichloromethaneSolvent

Procedure

1-Methyl-4-nitropyrazole-3-carbonitrile (2.0 g) was dissolved in DCM (30 ml) and 10% Pd/C (0.3 g, 50% wet) added. The mixture was stirred under a hydrogen atmosphere overnight. The catalyst was filtered off and the solution poured on to a silica column (15 g). The product was eluted with 100% EtOAc (100 ml) to yield 4-amino-1-methylpyrazole-3-carbonitrile, 1.277 g. Mass spectrum: MH+ 123

Workup

  1. filtrationThe catalyst was filtered off
  2. additionthe solution poured on to a silica column (15 g)
  3. washThe product was eluted with 100% EtOAc (100 ml)

Sources & evidence

ORD record
ord-4e9bf3434a75425fbcbfcd22bfd465aa
Source dataset
uspto-grants-2013_10
Patent number
US08569298B2

Reaction notes

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