3-Amino-6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-5-phenyl-2-pyrazinecarboxylic acid → 6-(5-amino-3-phenyl-2-pyrazinyl)-2-isopropyl-3(2H)-pyridazinone

HRID 915026Notes

Reaction equation

HRID 915026 reaction equation
[NH2:1][C:2]1[C:3](C(O)=O)=[N:4][C:5]([C:14]2[CH:19]=[CH:18][C:17](=[O:20])[N:16]([CH:21]([CH3:23])[CH3:22])[N:15]=2)=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:7]=1>ClC1C=CC=CC=1Cl>[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:5]([C:14]2[CH:19]=[CH:18][C:17](=[O:20])[N:16]([CH:21]([CH3:23])[CH3:22])[N:15]=2)=[N:4][CH:3]=1

Participants

3

Reactant 1

HCID 693332313-Amino-6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-5-phenyl-2-pyrazinecarboxylic acid

Product 1

HCID 115657766-(5-amino-3-phenyl-2-pyrazinyl)-2-isopropyl-3(2H)-pyridazinoneYield 93.7%

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent

Procedure

A suspension of 3-amino-6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-5-phenyl-2-pyrazinecarboxylic acid (250 mg) in o-dichlorobenzene (1.25 ml) was refluxed for 2 hours. After cooling, IPE (2.5 ml) was added to the reaction mixture to yield a precipitate. The precipitate was collected by filtration to give 6-(5-amino-3-phenyl-2-pyrazinyl)-2-isopropyl-3(2H)-pyridazinone as a solid (205 mg).

Workup

  1. temperaturewas refluxed for 2 hours
  2. temperatureAfter cooling
  3. additionIPE (2.5 ml) was added to the reaction mixture
  4. customto yield a precipitate
  5. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-43b377a959b744f5bdc37ef77fcd2eb0
Source dataset
uspto-grants-2007_09
Patent number
US07265120B2

Reaction notes

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