N-Iodosuccinimide → HCID 86692019, compound

HRID 1498606Notes

Reaction equation

HRID 1498606 reaction equation
[Br:1][C:2]1[N:3]=[C:4]([Br:11])[C:5]2[N:6]([CH:8]=[CH:9][N:10]=2)[CH:7]=1.[I:12]N1C(=O)CCC1=O>CN(C)C=O>[Br:1][C:2]1[N:3]=[C:4]([Br:11])[C:5]2[N:6]([C:8]([I:12])=[CH:9][N:10]=2)[CH:7]=1

Participants

4

Reactant 2

HCID 120273N-IodosuccinimideHCID 150258436,8-Dibromoimidazo[1,2-a]pyrazine

Product 1

HCID 86692019HCID 86692019, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

To a stirred solution of 8.7 g (31.4 mmol) 6,8-dibromo-imidazo[1,2-a]pyrazine which was prepared according to a procedure described in the Journal of Medicinal Chemistry, 1984, vol. 27, #2, p. 206-212 in 210 mL N,N-dimethylformamide was added 7.42 g N-iodopyrrolidin-2,5-dione in one portion at 23° C. After 18 hours of stirring at 60° C., the solvent was removed in vaccuo and the residue was taken up in dichloromethane and washed with water and saturated sodium thiosulfate solution. The organic phase was dried over sodium sulphate, filtered and the solvent was evaporated to yield 9.46 g (74.8 of the title compound.

Workup

  1. customthe solvent was removed in vaccuo
  2. washwashed with water and saturated sodium thiosulfate solution
  3. dry with materialThe organic phase was dried over sodium sulphate
  4. filtrationfiltered
  5. customthe solvent was evaporated

Sources & evidence

ORD record
ord-f7588ca4a41c421cab7ce1ca64742e19
Source dataset
uspto-grants-2015_12
Patent number
US09199999B2

Reaction notes

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