Sodium Carbonate → HCID 57855683, compound

Participants

Reaction Conditions

Reaction Steps

Na2CO3 (140 mg, 1.32 mmol) was added to a stirred solution of 5-chloro-pyrazine-2-carboxylic acid {2-oxo-2-[4-(2-trifluoromethyl-benzoyl)-piperazin-1-yl]-ethyl}-amide (200 mg, 0.44 mmol) in DMF (3 mL). PdCl2 (dppf) (96 mg, 0.13 mmol) and phenyl boronic acid (64 mg, 0.52 mmol) were then added and the reaction mixture was heated at 90° C. overnight. The reaction mixture was filtered, filtrate was then diluted with water and the product was extracted with ethyl acetate. The organic layer was washed with saturated brine solution, dried over sodium sulphate and concentrated to afford 29 mg (13.3% yield) of 5-phenyl-pyrazine-2-carboxylic acid {2-oxo-2-[4-(2-trifluoromethyl-benzoyl)-piperazin-1-yl]-ethyl}-amide. LCMS Purity: 93.2%. 1H NMR (CDCl3): δ 9.4 (d, 1H), 9.0 (d, 1H), 8.7-8.6 (m, 1H), 8.1-8.0 (m, 2H), 7.8-7.7 (d, 1H), 7.7-7.5 (m, 5H), 7.4-7.3 (d, 1H), 4.46-4.18 (m, 2H), 4.46-4.18 (m, 2H), 4.1-3.86 (m, 2H), 3.8-3.5 (m, 4H), 3.5-3.4 (m, 1H), 3.3-3.2 (m, 2H).

Provenance & Evidence