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

HRID 1593676Notes

Reaction equation

HRID 1593676 reaction equation
O.[NH2:2][NH2:3].Cl[C:5]1[N:6]=[N:7][C:8]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:9][C:10]=1[C:11]#[N:12]>N1C=CC=CC=1>[C:13]1([C:8]2[CH:9]=[C:10]3[C:11]([NH2:12])=[N:7][NH:6][C:5]3=[N:2][N:3]=2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 6404487HCID 6404487, compound

Product 1

HCID 739527215-phenyl-1H-pyrazolo[3,4-c]pyridazin-3-amine

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Hydrazine hydrate (0.7 ml, 14.3 mmol) was added to a stirred solution of 3-chloro-6-phenyl-pyridazine-4-carbonitrile (cf J. Med. Chem., 1999, 42, 730; 1.024 g, 4.7 mmol) in pyridine (10 ml). The reaction mixture was stirred at reflux for 6 hours, cooled and the resulting solid was filtered and dried in vacuo, affording the title compound as a solid.

Workup

  1. temperatureat reflux for 6 hours
  2. temperaturecooled
  3. filtrationthe resulting solid was filtered
  4. customdried in vacuo

Sources & evidence

ORD record
ord-68246176945345da9194b86f5b3a7bd0
Source dataset
uspto-grants-2007_11
Patent number
US07297792B2

Reaction notes

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