Potassium Carbonate → HCID 58924800, compound

Participants

Reaction Conditions

Reaction Steps

A mixture containing (2-bromo-thiazol-4-yl)-(2,6-dimethyl-piperidin-1-yl)-methanone (Step 1; 91 mg, 0.3 mmol), 2-methylphenylboronic acid (45 mg, 0.33 mmol), Pd(dppf)Cl2 (Dichloro-(1,1-bis(diphenylphosphino)-ferrocene) palladium(II)) (11 mg, 0.015 mmol), and potassium carbonate (0.3 mL, 2 M aqueous, 0.6 mmol) in DME (2 mL) was heated to 90° C. for 8 hrs. The solvent was evaporated and water (5 mL) was added. The mixture was extracted with ethyl acetate (3×5 mL). The combined organic layers were dried with MgSO4 and concentrated in vacuo. The crude product was purified by flash chromatography with a solvent gradient of 0-30% ethyl acetate in hexanes to give (2,6-dimethyl-piperidin-1-yl)-(2-o-tolyl-thiazol-4-yl)-methanone (68 mg, 75%) as a white solid.

Provenance & Evidence