Cl[C:2]1[CH:7]=[C:6](Cl)[N:5]=[C:4]([NH:9][C@@H:10]([CH3:14])[CH2:11][O:12][CH3:13])[N:3]=1.[IH:15].[I-:16].[Na+].C(Cl)Cl>CCOC(C)=O>[I:15][C:2]1[CH:7]=[C:6]([I:16])[N:5]=[C:4]([NH:9][C@@H:10]([CH3:14])[CH2:11][O:12][CH3:13])[N:3]=1A mixture of (S)-4,6-dichloro-N-(1-methoxypropan-2-yl)pyrimidin-2-amine (260 mg, 0.11 mmol, Example 122(a)), hydriodic acid (57 wt. % in water, 40.4 μl, 0.165 mmol, Aldrich), sodium iodide (248 mg, 0.165 mmol) and DCM (5 mL) was stirred at room temperature for 2 h. The reaction mixture was diluted with EtOAc (50 mL), washed with 1N NaOH (2×25 mL) and brine (60 mL), dried over Na2SO4 and filtered. The filtrate was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (7% EtOAc/hexane) to give the title compound. MS (ESI, pos. ion) m/z: 420 (M+1).
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