N-Iodosuccinimide → 3-Iodo-5-methylimidazo[1,2-a]pyridine

HRID 923674Notes

Reaction equation

HRID 923674 reaction equation
[CH3:1][C:2]1[N:7]2[CH:8]=[CH:9][N:10]=[C:6]2[CH:5]=[CH:4][CH:3]=1.C1C(=O)N([I:18])C(=O)C1>C(#N)C>[I:18][C:8]1[N:7]2[C:2]([CH3:1])=[CH:3][CH:4]=[CH:5][C:6]2=[N:10][CH:9]=1

Participants

4

Reactant 2

HCID 120273N-IodosuccinimideHCID 1367405-Methylimidazo[1,2-a]pyridine

Product 1

HCID 1154039493-Iodo-5-methylimidazo[1,2-a]pyridine

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To 5-methyl-imidazo[1,2-a]pyridine (0.51 g, 3.0 mmol) in ACN (1 ml) at RT is added NIS (0.73 g, 3.3 mmol) and stirring continued for 18 h. The mixture is poured onto water. The precipitate is collected, washed with water and dried. Yield: 0.78 g (92%). HPLC-MS: M+H=259; tR=1.04 min (METHOD—1).

Workup

  1. additionThe mixture is poured onto water
  2. customThe precipitate is collected
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-3216ce86865546de86db7cace2d15af7
Source dataset
uspto-grants-2016_03
Patent number
US09278978B2

Reaction notes

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