Sodium Carbonate → HCID 18507239, compound

Participants

Reaction Steps

To a stirred suspension of 2,45 g (10.0 mmol) 2-amino-4-bromo-6-methylsulfanyl-pyrimidine-5-carbonitrile in 65 ml dioxane at room temperature were added 2.18 g (20.0 mmol) 3-pyridineboronic acid, 1.15 g (1.00 mmol) tetrakis(triphenylphosphine)palladium(O) and 20 ml (40.0 mmol) 2M aqueous sodium carbonate. The reaction mixture was heated at reflux for 48 h, then concentrated in vacuo. Chromatography (1/4 ethyl acetate/hexane) afforded 460 mg (20%) 2-amino-4-methylsulfanyl-6-pyridin-3-yl-pyrimidine-5-carbonitrile as a light yellow crystalline solid. EI-MS m/e (%): 243 (M+, 100), 242 ([M—H]+, 70).

Provenance & Evidence