N-Iodosuccinimide → 5-Iodo-4-phenethyl-7H-pyrrolo[2,3-d]pyrimidine

HRID 552771Notes

Reaction equation

HRID 552771 reaction equation
[CH2:1]([C:9]1[C:10]2[CH:17]=[CH:16][NH:15][C:11]=2[N:12]=[CH:13][N:14]=1)[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[I:18]N1C(=O)CCC1=O>C(C#N)(C)=O>[I:18][C:17]1[C:10]2[C:9]([CH2:1][CH2:2][C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=3)=[N:14][CH:13]=[N:12][C:11]=2[NH:15][CH:16]=1

Participants

4

Reactant 2

HCID 120273N-IodosuccinimideHCID 671649194-phenethyl-7H-pyrrolo[2,3-d]pyrimidine

Product 1

HCID 671639355-Iodo-4-phenethyl-7H-pyrrolo[2,3-d]pyrimidineYield 83%

Reagents, catalysts & solvents 1

HCID 694302-OxopropiononitrileSolvent

Procedure

To a solution of 4-phenethyl-7H-pyrrolo[2,3-d]pyrimidine (3.15 g, 14.1 mmol) in AcCN was added N-iodosuccinimide and the mixture was stirred at r.t. for 12 hr. The precipitate was collected and recrystallized from MeOH to give the title compound (4.06 g, 83%).

Workup

  1. customThe precipitate was collected
  2. customrecrystallized from MeOH

Sources & evidence

ORD record
ord-e42ee6c2035c44cebf97eba7cb5a59ff
Source dataset
uspto-grants-2011_05
Patent number
US07951810B2

Reaction notes

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