N-Iodosuccinimide → Tert-butyl 4-[2-(4-fluorophenyl)-3-iodoimidazo[1,2-b]pyridazin-6-yl]piperazine-1-carboxylate

HRID 80721Notes

Reaction equation

HRID 80721 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]3[CH:15]=[CH:14][C:13]([N:16]4[CH2:21][CH2:20][N:19]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:18][CH2:17]4)=[N:12][N:11]3[CH:29]=2)=[CH:4][CH:3]=1.[I:30]N1C(=O)CCC1=O>O1CCCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]=[C:10]3[CH:15]=[CH:14][C:13]([N:16]4[CH2:17][CH2:18][N:19]([C:22]([O:24][C:25]([CH3:26])([CH3:28])[CH3:27])=[O:23])[CH2:20][CH2:21]4)=[N:12][N:11]3[C:29]=2[I:30])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 120273N-IodosuccinimideHCID 59406962Tert-butyl 4-[2-(4-fluorophenyl)imidazo[1,2-b]pyridazin-6-yl]piperazine-1-carboxylate

Product 1

HCID 59406961Tert-butyl 4-[2-(4-fluorophenyl)-3-iodoimidazo[1,2-b]pyridazin-6-yl]piperazine-1-carboxylate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 28.0 g (70.5 mmol) of tert-butyl 4-[2-(4-fluorophenyl)imidazo[1,2-b]pyridazin-6-yl]piperazine-1-carboxylate in 800 mL of tetrahydrofuran cooled to about 0° C. are added 17.4 g (77.5 mmol) of N-iodosuccinimide. After stirring for 18 hours at room temperature, the solvent is evaporated off under reduced pressure.

Workup

  1. customthe solvent is evaporated off under reduced pressure

Sources & evidence

ORD record
ord-15bd39befcf649958f9d094c9b79f6e8
Source dataset
uspto-grants-2014_09
Patent number
US08846676B2

Reaction notes

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