Sodium Carbonate → HCID 86681453, compound

Participants

Reaction Steps

To 0.7 M potassium carbonate in water was added tert-butyl[(1S)-1-(3-bromobenzyl)-2-hydroxyethyl]carbamate [prepared according to Intermediate 15, Step A] (1.00 g, 3.03 mmol) and 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (0.82 g, 3.9 mmol) and 1,4-dioxane (26 mL, 340 mmol) and 2.0 M sodium carbonate in water (6.0 mL, 12 mmol). The mixture was flushed with nitrogen for 10 min. To the mixture was then added tetrakis(triphenylphosphine)palladium(0) (0.17 g, 0.15 mmol) and the mixture was heated at 100° C. for 30 min. The resulting mixture was purified on 40 g silica gel, 0-100% EtOAc in hexanes, and the pure fractions were combined, and solvent removed under vacuum to give 0.45 g of white solid. LC-MS found: 332.2 (m+1).

Provenance & Evidence