HCID 20516925, compound → HCID 20516908, compound

HRID 2199060Notes

Reaction equation

HRID 2199060 reaction equation
[CH3:1][CH:2]1[C:7]([C:8]2[CH:13]=[CH:12][C:11]([N:14]([C:16](=O)[C:17]3[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=3)[CH3:15])=[C:10]([N+:26]([O-])=O)[CH:9]=2)=[N:6][NH:5][C:4](=[O:29])[CH2:3]1.[H][H]>C(O)C.[Pd]>[CH3:15][N:14]1[C:11]2[CH:12]=[CH:13][C:8]([C:7]3[CH:2]([CH3:1])[CH2:3][C:4](=[O:29])[NH:5][N:6]=3)=[CH:9][C:10]=2[N:26]=[C:16]1[C:17]1[CH:18]=[CH:19][C:20]([O:23][CH3:24])=[CH:21][CH:22]=1

Participants

5

Reactant 2

HCID 20516925HCID 20516925, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20516908HCID 20516908, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 6.4 gm of 5-methyl-6-{3-nitro-4-[N-methyl-(4-methoxy-benzoyl)-amino]-phenyl}-4,5-dihydro-2H-pyridazine-3-one and 0.6 gm of 10% palladium charcoal in 100 ml of ethanol was treated for 2.5 hours at room temperature with hydrogen at 5 bar. The catalyst was suction filtered off, and the filtrate was evaporated in vacuo. The residue was purified by chromatography on silicagel (eluting agent: methylene chloride/ethanol 19:1 to 9:1). The corresponding fractions were evaporated and the product was crystallized by trituration with ether.

Workup

  1. filtrationfiltered off
  2. customthe filtrate was evaporated in vacuo
  3. customThe residue was purified by chromatography on silicagel (eluting agent: methylene chloride/ethanol 19:1 to 9:1)
  4. customThe corresponding fractions were evaporated
  5. customthe product was crystallized by trituration with ether

Sources & evidence

ORD record
ord-bdfa982c82654641b3634867c8539f6d
Source dataset
uspto-grants-1982_11
Patent number
US04361563

Reaction notes

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