Cesium carbonate → HCID 18507295, compound

Participants

Reaction Steps

To a stirred solution of 1.12 g (3.37 mmol) 4-furan-2-yl-5-iodo-6-methylsulfanyl-pyrimidin-2-ylamine in 30 ml dioxane under argon at room temperature were added 1.25 ml (3.70 mmol) tributyl(I-ethoxyvinyl)tin, 236 mg (0.34 mmol) bis(triphenylphosphine) palladium(II) chloride and 2.19 g (6.74 mmol) cesium carbonate. The reaction mixture was heated at reflux for 16 h, then cooled to room temperature, 1 g of kieselgel added, and the mixture concentrated in vacuo. Flash chromatography (1/2 ethyl acetate/hexane) afforded 730 mg (78%) 5-(1-ethoxy-vinyl)-4-furan-2-yl-6-methylsulfanyl-pyrimidin-2-ylamine as an orange crystalline solid. ES-MS m/e (%): 278 (M+H+, 100).

Provenance & Evidence