[CH3:1][N:2](C)[C:3]1[C:4]([C:9]#[C:10][C:11]2[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=2)=[N:5][CH:6]=[CH:7][CH:8]=1.[I:18]I.S([O-])([O-])(=O)=S.[Na+].[Na+]>ClCCl>[I:18][C:9]1[C:4]2=[N:5][CH:6]=[CH:7][CH:8]=[C:3]2[N:2]([CH3:1])[C:10]=1[C:11]1[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=11 g (4.4 mmoles) of Dimethyl-(2-pyridin-4-ylethynyl-pyridin-3-yl)-amine are dissolved in 60 mL of dichloromethane under argon atmosphere. A solution of 2.27 g of iodine (8.9 mmoles) in 35 mL of dichloromethane is added dropwise in the reaction mixture at 0° C. The reaction mixture is allowed to reach room temperature and further stirred for 4 hours. The reaction mixture is then poured into a solution sodium thiosulfate and extracted with dichloromethane. The organic phase is washed with water and dried over magnesium sulfate. The solid residue after concentration is purified by chromatography on silica gel (ethylacetate) to give 600 mg of 3-Iodo-1-methyl-2-pyridin-4-yl-1H-pyrrolo[3,2-b]pyridine as brown solid.
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