Hydrazine → 4-phenyl-1H-pyrazolo[5,4-c]pyridazin-3-amine

HRID 133018Notes

Reaction equation

HRID 133018 reaction equation
Cl[C:2]1[N:3]=[N:4][CH:5]=[C:6]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:7]=1[C:8]#[N:9].[NH2:16][NH2:17]>C(O)C>[C:10]1([C:6]2[CH:5]=[N:17][N:16]=[C:2]3[NH:3][N:4]=[C:8]([NH2:9])[C:7]=23)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 597350973-Chloro-5-phenyl-pyridazine-4-carbonitrile

Product 1

HCID 865886054-phenyl-1H-pyrazolo[5,4-c]pyridazin-3-amine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3-Chloro-5-phenyl-pyridazine-4-carbonitrile obtained from Step B was suspended in 1 mL ethanol with 23 μL hydrazine and the mixture was refluxed for several hours. The solvent was then evaporated and the title product was purified by silica gel chromatography (1:9 methanol/dichloromethane): MS (ES+) 212 (M+H); HPLC 1.121 minutes.

Workup

  1. temperaturethe mixture was refluxed for several hours
  2. customThe solvent was then evaporated
  3. customthe title product was purified by silica gel chromatography (1:9 methanol/dichloromethane)
  4. customHPLC 1.121 minutes

Sources & evidence

ORD record
ord-a9ecf5632b18468abf3f15fe1219763b
Source dataset
uspto-grants-2008_06
Patent number
US07390808B2

Reaction notes

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