N-Iodosuccinimide → Methyl 3-(3-iodoimidazo[1,2-b]pyridazin-7-yl)benzoate

HRID 407077Notes

Reaction equation

HRID 407077 reaction equation
[I:1]N1C(=O)CCC1=O.[N:9]1[CH:10]=[CH:11][N:12]2[C:17]=1[CH:16]=[C:15]([C:18]1[CH:19]=[C:20]([CH:25]=[CH:26][CH:27]=1)[C:21]([O:23][CH3:24])=[O:22])[CH:14]=[N:13]2>CN(C=O)C>[I:1][C:11]1[N:12]2[N:13]=[CH:14][C:15]([C:18]3[CH:19]=[C:20]([CH:25]=[CH:26][CH:27]=3)[C:21]([O:23][CH3:24])=[O:22])=[CH:16][C:17]2=[N:9][CH:10]=1

Participants

4

Reactant 2

HCID 120273N-IodosuccinimideHCID 67980108Methyl 3-imidazo[1,2-b]pyridazin-7-ylbenzoate

Product 1

HCID 67980176Methyl 3-(3-iodoimidazo[1,2-b]pyridazin-7-yl)benzoateYield 50.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

N-Iodosuccinimide (280 mg, 1.3 mmol) was added to a mixture of methyl 3-imidazo[1,2-b]pyridazin-7-ylbenzoate (160.0 mg, 0.6318 mmol) in DMF (2 mL) and then the reaction was stirred at r.t. for 6 h. The precipitate formed was filtered and washed with ether to provide the desired product (0.12 g). LCMS (M+H)+: m/z=380.0

Workup

  1. customThe precipitate formed
  2. filtrationwas filtered
  3. washwashed with ether

Sources & evidence

ORD record
ord-f21f11b723ee4127a5439a226afdda59
Source dataset
uspto-grants-2014_06
Patent number
US08754114B2

Reaction notes

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