Ammonium formate → HCID 22024458, compound

HRID 1793071Notes

Reaction equation

HRID 1793071 reaction equation
C([O-])=O.[NH4+].Cl[C:6]1[N:11]=[N:10][C:9]([NH2:12])=[C:8]([C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][C:14]=2[CH3:20])[CH:7]=1>CO.[Pd]>[CH3:20][C:14]1[CH:15]=[C:16]([CH3:19])[CH:17]=[CH:18][C:13]=1[C:8]1[CH:7]=[CH:6][N:11]=[N:10][C:9]=1[NH2:12]

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 220244923-Pyridazinamine, 6-chloro-4-(2,4-dimethylphenyl)-

Product 1

HCID 22024458HCID 22024458, compoundYield 100.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

10% Pd—C (759 mg, 50 wt %) and ammonium formate (1.23 g, 19 mmol) were added to a solution of 6-chloro-4-(2,4-dimethylphenyl)-3-pyridazineamine (759 mg, 3.2 mmol) in methanol (40 mL), and the mixture was heated under reflux for 1 hour. The reaction solution was filtered through Celite, and the solvent was evaporated. The residue was purified by silica gel column chromatography (ethyl acetate) to give the title compound (640 mg, 99%) as a pale yellow oil.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 1 hour
  3. filtrationThe reaction solution was filtered through Celite
  4. customthe solvent was evaporated
  5. customThe residue was purified by silica gel column chromatography (ethyl acetate)

Sources & evidence

ORD record
ord-c2efd3e9c6be4ff4b11581754d31d024
Source dataset
uspto-grants-2006_07
Patent number
US07078405B2

Reaction notes

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