Cesium carbonate → HCID 89525989, compound

Participants

Reaction Conditions

Reaction Steps

In a sealed vial, compound of Formula 28-2 (45 mg, 0.090 mmol), 1-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (21 mg, 0.10 mmol), PdCl2(dppf)-CH2Cl2 adduct (7.3 mg, 0.009 mmol), and cesium carbonate (88 mg, 0.270 mmol) were combined in dioxane (1 mL) and water (0.14 mL). The mixture was heated at 90° C. for 24 hours. The mixture was diluted with dioxane (4 mL), filtered through a celite pad, and the filtrate was concentrated. The resulting residue was purified by reverse phase HPLC (20-100% MeCN in water with 0.1% TFA, C18 column) to yield 28-3 as a white solid. 1H NMR δ (ppm)(DMSO-d): 8.50 (s, 1H); 7.74 (d, J=5.6 Hz, 1H); 7.63 (s, 1H); 7.52-7.46 (m, 5H); 7.41 (d, J=9.8 Hz, 1H); 6.40 (d, J=1.9 Hz, 1H); 5.65 (q, J=7.2 Hz, 1H); 3.79 (s, 3H); 1.91 (d, J=7.2 Hz, 3H). LRMS C21H18FN604S2 [M+H] calc 501.08, obs 501.0.

Provenance & Evidence