1,4-Dioxane → HCID 69331504, compound

HRID 915082Notes

Reaction equation

HRID 915082 reaction equation
[NH2:1][C:2]1[C:3]([C:25]#[N:26])=[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.[O:27]1CCOCC1>Br.CC(O)=O>[NH2:1][C:2]1[C:3]([C:25]([NH2:26])=[O:27])=[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

Participants

5

Reactant 2

HCID 312751,4-DioxaneHCID 69331987HCID 69331987, compound

Product 1

HCID 69331504HCID 69331504, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 260Hydrogen BromideSolvent

Conditions

Temperature
22.5 °C

Procedure

A mixture of 3-amino-5-(2-bromophenyl)-6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-2-pyrazinecarbonitrile (59 mg) in 25% hydrogen bromide in AcOH (0.36 ml) was stirred at 20-25° C. for 5 hours. Dioxane (3 ml) was added to the mixture to give a precipitate. The precipitate was collected by filtration and suspended in sat. aq. NaHCO3 to give a solid. The solid was collected by filtration and dried under reduced pressure to give 3-amino-5-(2-bromophenyl)-6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-2-pyrazinecarboxamide (17 mg).

Workup

  1. customto give a precipitate
  2. filtrationThe precipitate was collected by filtration
  3. customto give a solid
  4. filtrationThe solid was collected by filtration
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-b952647437f84d4a81635b3c55c2114f
Source dataset
uspto-grants-2007_09
Patent number
US07265120B2

Reaction notes

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