5-Nitro-1H-pyrazole 3-cyclopropylmethylcarboxamide → 5-Amino-1H-pyrazole 3-cyclopropylmethylcarboxamide

HRID 1630409Notes

Reaction equation

HRID 1630409 reaction equation
[N+:1]([C:4]1[NH:8][N:7]=[CH:6][CH:5]=1)([O-])=O.[CH2:9]1[CH:11]([CH2:12][C:13]([NH2:15])=[O:14])[CH2:10]1>CO.C(O)(=O)C.[Pd]>[NH2:1][C:4]1[NH:8][N:7]=[CH:6][CH:5]=1.[CH2:10]1[CH:11]([CH2:12][C:13]([NH2:15])=[O:14])[CH2:9]1

Participants

5

Reactant 1

HCID 1317316995-Nitro-1H-pyrazole 3-cyclopropylmethylcarboxamide

Product 1

HCID 1317317005-Amino-1H-pyrazole 3-cyclopropylmethylcarboxamide

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolventHCID 887MethanolSolvent

Procedure

1 g of 5-nitro-1H-pyrazole-3-cyclopropylmethylcarboxamide is dissolved in 30 ml of methanol and 2 ml of acetic acid. This mixture is hydrogenated in the presence of 110 mg of Pd/C under 5 bar until reaction is complete. The mixture is filtered through celite, evaporated to dryness and purified by column chromatography (silica gel, methanol:DCM=1:30).

Workup

  1. filtrationThe mixture is filtered through celite
  2. customevaporated to dryness
  3. custompurified by column chromatography (silica gel, methanol:DCM=1:30)

Sources & evidence

ORD record
ord-c5d1c77c88d94e958324487cf1c64d4f
Source dataset
uspto-grants-2014_07
Patent number
US08791133B2

Reaction notes

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