Cyclobutanecarbonyl chloride → (2-(4-(1,3-Dioxan-2-yl)-2-fluorophenyl)-thiazolo[5,4-b]pyridin-5-yl)(cyclobutyl)methanone

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A solution of 2-(4-(1,3-dioxan-2-yl)-2-fluorophenyl)-5-(trimethylstannyl)-thiazolo[5,4-b]pyridine (515.5 mg, 1.076 mmol) and cyclobutanecarbonyl chloride (0.147 mL, 1.291 mmol) in toluene (10.0 mL) was stirred under argon at 80° C. for 22 h. The reaction mixture was then concentrated onto silica gel and chromatographically purified (0-50% EtOAc/hexanes) to provide (2-(4-(1,3-dioxan-2-yl)-2-fluorophenyl)-thiazolo[5,4-b]pyridin-5-yl)(cyclobutyl)methanone as an off-white solid. MS (ESI) m/z: Calculated: 398.1; Observed: 398.9 (M++1).

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