Acetone → HCID 69333244, compound

HRID 915088Notes

Reaction equation

HRID 915088 reaction equation
[NH2:1][C:2]1[C:3](C(O)=O)=[N:4][C:5]([C:15]2[CH:20]=[CH:19][C:18](=[O:21])[N:17]([CH:22]([CH3:24])[CH3:23])[N:16]=2)=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[Br:14])[N:7]=1.CC(C)=O>ClC1C=CC=CC=1Cl>[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[Br:14])[C:5]([C:15]2[CH:20]=[CH:19][C:18](=[O:21])[N:17]([CH:22]([CH3:24])[CH3:23])[N:16]=2)=[N:4][CH:3]=1

Participants

4

Reactant 2

HCID 180AcetoneHCID 69333347HCID 69333347, compound

Product 1

HCID 69333244HCID 69333244, compoundYield 102.7%

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent

Procedure

A mixture of 3-amino-5-(2-bromophenyl)-6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-2-pyrazinecarboxylic acid (601 mg) in 1,2-dichlorobenzene (3 ml) was refluxed for 2 hours. After cooling, the mixture was purified by column chromatography on silica gel (EtOAc only) to give a solid. The solid was suspended with acetone and collected by filtration to give 6-[5-amino-3-(2-bromophenyl)-2-pyrazinyl]-2-isopropyl-3(2H)-pyridazinone as a solid (554 mg).

Workup

  1. temperaturewas refluxed for 2 hours
  2. temperatureAfter cooling
  3. customthe mixture was purified by column chromatography on silica gel (EtOAc only)
  4. customto give a solid
  5. filtrationcollected by filtration

Sources & evidence

ORD record
ord-cfee8fe05cfd4aa7b5b9f2afda75a2ae
Source dataset
uspto-grants-2007_09
Patent number
US07265120B2

Reaction notes

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