Ethanol → 3-Cyano-5-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-6-phenyl-2-pyrazinecarboxamide

HRID 915028Notes

Reaction equation

[CH:1]([N:4]1[C:9](=[O:10])[CH:8]=[CH:7][C:6]([C:11]2[N:12]=[C:13]([C:25]#[N:26])[C:14]([C:23]#[N:24])=[N:15][C:16]=2[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[N:5]1)([CH3:3])[CH3:2].CC[OH:29]>OO.O.O.O.[O-][Mo]([O-])(=O)=O.[Na+].[Na+]>[C:25]([C:13]1[C:14]([C:23]([NH2:24])=[O:29])=[N:15][C:16]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[C:11]([C:6]2[CH:7]=[CH:8][C:9](=[O:10])[N:4]([CH:1]([CH3:3])[CH3:2])[N:5]=2)[N:12]=1)#[N:26]

Participants

Conditions

Temperature: 42.5 °C

Procedure

To a solution of 5-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-6-phenyl-2,3-pyrazinedicarbonitrile (343 mg) in EtOH (10 ml) was dropwise added a solution of sodium molybdate dihydrate (12.1 mg) in a mixture of 30% hydrogen peroxide solution in water (0.57 ml) and EtOH (1.5 ml) and the mixture was stirred at 40-45° C. for 3 hours. After ice-cooling, a precipitate was collected by filtration to give 3-cyano-5-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-6-phenyl-2-pyrazinecarboxamide as a solid (171 mg).

Workup

temperatureAfter ice-cooling
filtrationa precipitate was collected by filtration

Sources & evidence

ORD record: ord-0cc487e63f814e0eaa588b1ea78ed1e9
Source dataset: uspto-grants-2007_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07265120B2

Reaction notes

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