Water → HCID 86662988, compound

HRID 1773638Notes

Reaction equation

HRID 1773638 reaction equation
Br[C:2]1[C:3]2[N:4]([C:9]([I:12])=[CH:10][N:11]=2)[N:5]=[C:6]([Cl:8])[CH:7]=1.[CH3:13][CH:14]([CH3:17])[CH2:15][NH2:16].O>CN(C)C=O>[Cl:8][C:6]1[CH:7]=[C:2]([NH:16][CH2:15][CH:14]([CH3:17])[CH3:13])[C:3]2[N:4]([C:9]([I:12])=[CH:10][N:11]=2)[N:5]=1

Participants

5

Reactant 3

HCID 962WaterHCID 6558IsobutylamineHCID 86662987HCID 86662987, compound

Product 1

HCID 86662988HCID 86662988, compoundYield 96.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 200 mg (0.558 mmol) 8-bromo-6-chloro-3-iodoimidazo[1,2-b]pyridazine which was prepared according to intermediate example 1c in 4 mL N,N-dimethylformamide were added 122 mg 2-methylpropan-1-amine and the mixture was stirred at rt overnight. Water was added and the mixture was extracted with dichloromethane and methanol. The organic phase was washed with water and dried over sodium sulfate. After filtration and removal of solvent the residue was purified by chromatography to give 188 mg (96%) of the title compound.

Workup

  1. extractionthe mixture was extracted with dichloromethane and methanol
  2. washThe organic phase was washed with water
  3. dry with materialdried over sodium sulfate
  4. filtrationAfter filtration and removal of solvent the residue
  5. customwas purified by chromatography

Sources & evidence

ORD record
ord-3ee7e14ddfa04ec3906d9c947b81ebe5
Source dataset
uspto-grants-2016_02
Patent number
US09255100B2

Reaction notes

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