Phthalimide → HCID 58459111, compound

HRID 2036561Notes

Reaction equation

HRID 2036561 reaction equation
[Br:1][C:2]1[N:6]2[CH:7]=[CH:8][CH:9]=[C:10]([Cl:11])[C:5]2=[N:4][C:3]=1[CH2:12]Cl.[C:14]1(=[O:24])[NH:18][C:17](=[O:19])[C:16]2=[CH:20][CH:21]=[CH:22][CH:23]=[C:15]12.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[Br:1][C:2]1[N:6]2[CH:7]=[CH:8][CH:9]=[C:10]([Cl:11])[C:5]2=[N:4][C:3]=1[CH2:12][N:18]1[C:14](=[O:24])[C:15]2[C:16](=[CH:20][CH:21]=[CH:22][CH:23]=2)[C:17]1=[O:19]

Participants

5

Reactant 3

HCID 6809PhthalimideHCID 11430Potassium CarbonateHCID 58459174HCID 58459174, compound

Product 1

HCID 58459111HCID 58459111, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

DMF (4.6 ml) was added to a mixture of 3-bromo-8-chloro-2-(chloromethyl)imidazo[1,2-a]pyridine (258 mg, 0.922 mmol), phthalimide (136 mg, 0.922 mmol) and K2CO3 (55.6 μL, 0.922 mmol). The reaction was heated at 80° C. After the reaction was complete, the mixture was initially partitioned between EtOAc and water, but the product did not dissolve readily. The product was collected by filteration of the mixture to give 2-((3-bromo-8-chloroimidazo[1,2-a]pyridin-2-yl)methyl)isoindoline-1,3-dione as a white solid.

Workup

  1. customthe mixture was initially partitioned between EtOAc and water
  2. dissolutionthe product did not dissolve readily
  3. customThe product was collected by filteration of the mixture

Sources & evidence

ORD record
ord-b6227c1a9e044234b09e621056089cf0
Source dataset
uspto-grants-2013_11
Patent number
US08575183B2

Reaction notes

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