Methyl 1-ethyl-4-nitro-1H-pyrazole-5-carboxylate → Methyl 4-amino-1-ethyl-1H-pyrazole-5-carboxylate

HRID 573343Notes

Reaction equation

HRID 573343 reaction equation
[CH2:1]([N:3]1[C:7]([C:8]([O:10][CH3:11])=[O:9])=[C:6]([N+:12]([O-])=O)[CH:5]=[N:4]1)[CH3:2]>CO.[Pd]>[NH2:12][C:6]1[CH:5]=[N:4][N:3]([CH2:1][CH3:2])[C:7]=1[C:8]([O:10][CH3:11])=[O:9]

Participants

4

Reactant 1

HCID 54775328Methyl 1-ethyl-4-nitro-1H-pyrazole-5-carboxylate

Product 1

HCID 54775640Methyl 4-amino-1-ethyl-1H-pyrazole-5-carboxylateYield 96.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of methyl 1-ethyl-4-nitro-1H-pyrazole-5-carboxylate (2.2 g) and 10% Pd—C (0.60 g) in MeOH (30 mL) was hydrogenated under balloon pressure at room temperature overnight. The catalyst was removed by filtration and the filtrate was concentrated under reduced pressure to give the title compound (1.8 g).

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-0bafab80cc2d4d5489845deb549d1470
Source dataset
uspto-grants-2015_05
Patent number
US09029536B2

Reaction notes

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