Water → HCID 20156418, compound

HRID 986770Notes

Reaction equation

HRID 986770 reaction equation
[NH:1]([C:5]1[C:10]([Br:11])=[CH:9][C:8]([C:12]2[N:13]=[C:14]3[CH:19]=[CH:18][C:17](Cl)=[N:16][N:15]3[CH:21]=2)=[C:7]([O:22][CH3:23])[CH:6]=1)[C:2]([CH3:4])=[O:3].[OH-].[K+].O>CN(C)C=O.[Pd]>[BrH:11].[NH:1]([C:5]1[CH:10]=[CH:9][C:8]([C:12]2[N:13]=[C:14]3[CH:19]=[CH:18][CH:17]=[N:16][N:15]3[CH:21]=2)=[C:7]([O:22][CH3:23])[CH:6]=1)[C:2]([CH3:4])=[O:3]

Participants

6

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 20156447HCID 20156447, compound

Product 1

HCID 20156418HCID 20156418, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6228DimethylformamideSolvent

Procedure

2 g (5 mmol) of 2-(4-Acetamino-5-bromo-2-methoxy-phenyl)-6-chloro-imidazo[1,2-b]pyridazine are suspended in 100 ml of dimethylformamide, mixed with 0.28 g (5 mmol) of ground potassium hydroxide and hydrogenated for 50 minutes at ambient temperature and in a Parr apparatus with 0.5 g of 20% Pd/C under a hydrogen pressure of 5 bar. Then 25 ml of water are added and the catalyst is filtered off. The mother liquor is concentrated by centrifuging and after stirring with 50 ml of water it is suction filtered, washed with water and dried in a vacuum drying cupboard at 50° C. over phosphorus pentoxide.

Workup

  1. filtrationthe catalyst is filtered off
  2. concentrationThe mother liquor is concentrated by centrifuging
  3. filtrationfiltered
  4. washwashed with water
  5. customdried in a vacuum
  6. dry with materialdrying cupboard at 50° C. over phosphorus pentoxide

Sources & evidence

ORD record
ord-ea44f5e4a0374c3fa42bd25663d0ea52
Source dataset
uspto-grants-1987_12
Patent number
US04716169

Reaction notes

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