Sodium Thiosulfate → 2-(4-Fluorophenyl)-3-iodo-7,8-dimethyl-6-piperazin-1-ylimidazo[1,2-b]pyridazine

HRID 80713Notes

Reaction equation

HRID 80713 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]3[C:15]([CH3:16])=[C:14]([CH3:17])[C:13]([N:18]4[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]4)=[N:12][N:11]3[CH:24]=2)=[CH:4][CH:3]=1.[I:25]Cl.S([O-])([O-])(=O)=S.[Na+].[Na+].C(=O)([O-])O.[Na+]>ClCCl.CO>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]=[C:10]3[C:15]([CH3:16])=[C:14]([CH3:17])[C:13]([N:18]4[CH2:19][CH2:20][NH:21][CH2:22][CH2:23]4)=[N:12][N:11]3[C:24]=2[I:25])=[CH:6][CH:7]=1

Participants

7

Reactant 4

HCID 24477Sodium ThiosulfateHCID 24640Iodine chlorideHCID 516892Sodium BicarbonateHCID 594069742-(4-Fluorophenyl)-7,8-dimethyl-6-piperazin-1-ylimidazo[1,2-b]pyridazine

Product 1

HCID 594069632-(4-Fluorophenyl)-3-iodo-7,8-dimethyl-6-piperazin-1-ylimidazo[1,2-b]pyridazine

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution, cooled to 0° C., of 1.15 g (3.53 mmol) of 2-(4-fluorophenyl)-7,8-dimethyl-6-piperazin-1-ylimidazo[1,2-b]pyridazine in 20 mL of dichloromethane, is added dropwise a solution of 2.29 g (14.1 mmol) of iodine monochloride in 5 mL of methanol and the medium is stirred for 30 minutes at room temperature. 5% sodium thiosulfate solution is then added and the medium is basified by addition of sodium hydrogen carbonate.

Sources & evidence

ORD record
ord-31ed80b61ac648c2bc51f8471929a054
Source dataset
uspto-grants-2014_09
Patent number
US08846676B2

Reaction notes

Loading…