Water → HCID 86705347, compound

HRID 1773628Notes

Reaction equation

HRID 1773628 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.[NH2:13][CH2:14][C:15]([CH3:18])([OH:17])[CH3:16].O>CN(C)C=O>[Cl:8][C:6]1[CH:7]=[C:2]([NH:13][CH2:14][C:15]([CH3:18])([OH:17])[CH3:16])[C:3]2[N:4]([C:9]([I:12])=[CH:10][N:11]=2)[N:5]=1

Participants

5

Reactant 3

HCID 962WaterHCID 951022-Propanol, 1-amino-2-methyl-HCID 86662987HCID 86662987, compound

Product 1

HCID 86705347HCID 86705347, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
40 °C

Procedure

To a solution of 1.20 g (3.35 mmol) 8-bromo-6-chloro-3-iodoimidazo[1,2-b]pyridazine which was prepared according to intermediate example 1c in 24 mL N,N-dimethylformamide were added 895 mg 1-amino-2-methylpropan-2-ol and the mixture was stirred at 40° C. 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 798 mg (65%) 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-65a5c9d1310b4362aab4d7957adb86b4
Source dataset
uspto-grants-2016_02
Patent number
US09255100B2

Reaction notes

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