Methanesulfonyl chloride → 1-(2,2-Dimethylpropyl)-3-methyl-5-[2-(methylsulfonyl)octahydrocyclo-penta-[c]pyrrol-5-yl]-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one

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1-(2,2-Dimethylpropyl)-5-(1,2,3,3a,4,6a-hexahydrocyclopenta[c]pyrrol-5-yl)-3-methyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (11-1, 50 mg, 0.15 mmol, 1.0 equiv), and DIPEA (0.080 mL, 0.45 mmol, 3.0 equiv) were added to anhydrous methylene chloride (2 mL). Stirred for 5 min and methanesulfonyl chloride (13.0 μL, 0.16 mmol, 1.1 equiv) was added. After stirring for 10 min at room temperature, LCMS showed consumption of starting material. Purification by reverse-phase HPLC (20-100% CH3CN:0.1% TFA in H2O) provided 13-1 as a pale yellow oil. MS m/z (M+H): calculated=407.2113; observed=407.2115.

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