[Br:1][C:2]1[C:3]([NH:9][C@H:10]2[CH2:15][CH2:14][CH2:13]N[CH2:11]2)=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1.[CH:16](NC(C)C)(C)C.[CH3:23][S:24](Cl)(=[O:26])=[O:25]>ClCCl>[Br:1][C:2]1[C:3]([NH:9][C@H:10]2[CH2:11][CH2:16][CH2:13][CH:14]([S:24]([CH3:23])(=[O:26])=[O:25])[CH2:15]2)=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1A solution of (5-bromo-2-chloro-pyrimidin-4-yl)-(S)-piperidin-3-yl-amine (3.5 g, 12.2 mmol) and diisopropylamine (6 g, 46 mmol) in dichloromethane was cooled to 5° C. and treated with methansulfonyl chloride (2.1 g, 18 mmole). After stirring at 20° C. for 2 hours, the reaction was concentrated purified by silica gel chromatography to give 3.1 g (43% from step 1) of (5-Bromo-2-chloro-pyrimidin-4-yl)-((S)-3-methanesulfonyl-cyclohexyl)-amine.
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