Dichloromethane → HCID 67111831, compound

Participants

Reaction Conditions

Reaction Steps

A slurry of (amphos)2PdCl2 (0.0333 g, 0.0470 mmol), potassium carbonate (0.442 g, 3.20 mmol), 1-phenylvinylboronic acid (0.306 g, 2.07 mmol), and 2-(4-(1,3-dioxan-2-yl)-2-fluorophenyl)-5-chlorothiazolo[4,5-b]pyridine (0.330 g, 0.941 mmol) in 4.5 mL dioxane and 1 mL water was flushed with argon and sealed, and heated to 80° C. overnight. The reaction mixture was cooled and treated with water and DCM. The aq. Layer was extracted with DCM, and the combined organics were dried over sodium sulfate, filtered, and concentrated in vacuo. The residue was suspended in 2 mL MTBE and filtered, rinsing with 1 mL MTBE, to give 2-(4-(1,3-dioxan-2-yl)-2-fluorophenyl)-5-(1-phenylvinyl)thiazolo[4,5-b]pyridine as a gray solid. MS (ESI) m/z: calculated: 418.1; Observed: 419.0 (M++1).

Provenance & Evidence