Methanol → HCID 178475925, compound

HRID 38227Notes

Reaction equation

HRID 38227 reaction equation
C([O:5][C:6]([N:8]1[CH:12]=[C:11]([C:13](=[N:15]O)[NH2:14])[C:10]([CH3:17])=[N:9]1)=[O:7])(C)(C)C.[CH3:18]O>[Pd]>[C:6]([OH:5])(=[O:7])[CH3:18].[CH3:17][C:10]1[C:11]([C:13]([NH2:15])=[NH:14])=[CH:12][NH:8][N:9]=1

Participants

4

Reactant 2

HCID 887MethanolHCID 86642327HCID 86642327, compound

Product 1

HCID 178475925HCID 178475925, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A mixture of tert-butyl-4-(N′-hydroxycarbamimidoyl)-3-methyl-1H-pyrazole-1-carboxylate (7.91 mmol, 1.90 g), Pd/C (190 mg) and anhydride acetic (7.91 mmol, 0.81 g) in MeOH (50 mL) was stirred at room temperature for 6 hours under hydrogen atmosphere. After filtration and evaporation of the solvent, the crude product was triturated with Et2O and dried to yield 3-methyl-1H-pyrazole-4-carboxamidine acetate (1.21 g, 6.57 mmol, 83%) as a white solid.

Workup

  1. filtrationAfter filtration and evaporation of the solvent
  2. customthe crude product was triturated with Et2O
  3. customdried

Sources & evidence

ORD record
ord-ae1078a3820a48f4a205e66051b12399
Source dataset
uspto-grants-2013_09
Patent number
US08524718B2

Reaction notes

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