Potassium Carbonate → 2-(4-(1,3-Dioxan-2-yl)-2-fluorophenyl)-6-(1-phenylvinyl)benzo[d]thiazole

Participants

Reaction Conditions

Reaction Steps

A slurry of (amphos)2PdCl2 (0.114 g, 0.161 mmol), potassium carbonate (2.85 g, 20.6 mmol), 1-phenylvinylboronic acid (2.10 g, 14.2 mmol), 2-(4-(1,3-dioxan-2-yl)-2-fluorophenyl)-6-bromobenzo[d]thiazole (2.54 g, 6.44 mmol) in 20 mL dioxane/4 mL water was flushed with argon and sealed, and heated at 90° C. overnight. In the morning the reaction mixture was cooled and judged complete by LCMS. The reaction mixture was partitioned between EA/H2O and the organic layer was washed with brine, dried over sodium sulfate, filtered, and concentrated to give a solid. The material was suspended in MeOH, and filtered. The resulting solid was dried in vacuo to give 2-(4-(1,3-dioxan-2-yl)-2-fluorophenyl)-6-(1-phenylvinyl)benzo[d]thiazole as a dull yellow solid. MS (ESI) m/z: Calculated: 417.1; Observed: 418.0 (M++1).

Provenance & Evidence