N-Iodosuccinimide → 3-Iodo-7-methyl-2-pyridin-4-ylimidazo[1,2-a]pyridine

HRID 535406Notes

Reaction equation

HRID 535406 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]2[CH:8]=[C:9]([C:11]3[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=3)[N:10]=[C:4]2[CH:3]=1.[I:17]N1C(=O)CCC1=O>C(#N)C>[I:17][C:8]1[N:5]2[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][C:4]2=[N:10][C:9]=1[C:11]1[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 120273N-IodosuccinimideHCID 866943927-Methyl-2-pyridin-4-ylimidazo[1,2-a]pyridine

Product 1

HCID 866943873-Iodo-7-methyl-2-pyridin-4-ylimidazo[1,2-a]pyridine

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 7-methyl-2-pyridin-4-ylimidazo[1,2-a]pyridine (6.52 g, 31.1 mmol), N-iodosuccinimide (7.0 g, 31.1 mmol) and ACN (180 ml) is stirred at RT for 17 h. The precipitate is collected, washed with ACN and dried. Yield: 4.4 g (42%). HPLC-MS: M+H=336; tR=1.55 min (*Method—3).

Workup

  1. customThe precipitate is collected
  2. washwashed with ACN
  3. customdried

Sources & evidence

ORD record
ord-02b0edd80f884fd48c811471739774dc
Source dataset
uspto-grants-2014_10
Patent number
US08859541B2

Reaction notes

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