Cesium carbonate → HCID 66599684, compound

Participants

Reaction Steps

To a stirring suspension of 4-bromo-3,5-dimethyl-1H-pyrazole (3.5 g, 20 mmol) and Cs2CO3 (13 g, 40 mmol) in 40 mL DMA was added (2-chloromethoxy-ethyl)-trimethyl-silane (5.3 mL, 30 mmol) at room temperature. The resulting mixture was stirred for 1 hour and was diluted with 100 mL EtOAc. The organic layer was washed with brine, dried (Na2SO4), filtered, and concentrated in vacuo. The residue was then purified by SiO2 chromatography (eluting with EtOAc/Heptane system) to give 4-bromo-3,5-dimethyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazole 6.1 g (100%). MS(ESI) m/z 307.3 (M+H)+. Step 2 was performed using General procedure L (Suzuki) to give the product. MS(ESI) m/z 386.4 (M+H)+.

Provenance & Evidence