3-Chloro-6-hydrazinopyridazine → Methyl[1-(6-chloropyridazin-3-yl)-5-hydroxy-3-methyl-5-phenyl-4,5-dihydro-1h-pyrazol-4-yl]acetate

HRID 2068480Notes

Reaction equation

HRID 2068480 reaction equation
[Cl:1][C:2]1[N:3]=[N:4][C:5]([NH:8][NH2:9])=[CH:6][CH:7]=1.O=[C:11]([CH3:26])[CH:12]([C:18]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:19])[CH2:13][C:14]([O:16][CH3:17])=[O:15]>C(O)C>[CH3:17][O:16][C:14](=[O:15])[CH2:13][CH:12]1[C:18]([OH:19])([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[N:8]([C:5]2[N:4]=[N:3][C:2]([Cl:1])=[CH:7][CH:6]=2)[N:9]=[C:11]1[CH3:26]

Participants

4

Reactant 2

HCID 1007873-Chloro-6-hydrazinopyridazineHCID 10657319Methyl 3-benzoyl-4-oxopentanoate

Product 1

HCID 131730042Methyl[1-(6-chloropyridazin-3-yl)-5-hydroxy-3-methyl-5-phenyl-4,5-dihydro-1h-pyrazol-4-yl]acetate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.296 g (2.049 mmol) of 3-chloro-6-hydrazinylpyridazine in 5.00 ml of ethanol was added to 0.400 g (1.708 mmol) of methyl 4-oxo-3-(phenylcarbonyl)pentanoate, and the mixture was stirred at reflux for 8 h. The solvent was removed under reduced pressure which gave, after chromatography of the residue, 0.300 g (48% of theory) of a viscous yellow oil.

Workup

  1. temperatureat reflux for 8 h
  2. customThe solvent was removed under reduced pressure which
  3. customgave

Sources & evidence

ORD record
ord-0a0ec1591e6a4e379c18a331b37a37f1
Source dataset
uspto-grants-2012_10
Patent number
US08298994B2

Reaction notes

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