ethyl 2-methyl-2-(4-nitro-1H-pyrazol-1-yl)propanoate → ethyl 2-(4-amino-1H-pyrazol-1-yl)-2-methylpropanoate

HRID 714894Notes

Reaction equation

HRID 714894 reaction equation
[CH3:1][C:2]([N:9]1[CH:13]=[C:12]([N+:14]([O-])=O)[CH:11]=[N:10]1)([CH3:8])[C:3]([O:5][CH2:6][CH3:7])=[O:4]>C(O)C.[C].[Pd]>[NH2:14][C:12]1[CH:11]=[N:10][N:9]([C:2]([CH3:1])([CH3:8])[C:3]([O:5][CH2:6][CH3:7])=[O:4])[CH:13]=1

Participants

4

Reactant 1

HCID 4773128ethyl 2-methyl-2-(4-nitro-1H-pyrazol-1-yl)propanoate

Product 1

HCID 71756434ethyl 2-(4-amino-1H-pyrazol-1-yl)-2-methylpropanoateYield 97.9%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

To a solution of ethyl 2-methyl-2-(4-nitro-1H-pyrazol-1-yl)propanoate (20 g) obtained in Step F of Example 103 in ethanol (200 mL) was added 10% palladium-carbon (3.0 g), and the mixture was stirred overnight at room temperature under hydrogen atmosphere (at normal pressures). The palladium carbon was removed by filtration through Celite, and the solvent was evaporated under reduced pressure to give the title compound (17 g).

Workup

  1. customThe palladium carbon was removed by filtration through Celite
  2. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-105d3f3ada054b21aed2b738bfffa363
Source dataset
uspto-grants-2015_11
Patent number
US09187453B2

Reaction notes

Loading…