Sodium Carbonate → HCID 66615848, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (6-bromo-pyridin-3-yl)-(5-fluoro-6-methoxy-pyridin-3-yl)-amine (0.17 g, 0.6 mmol, 1.0 equiv) and {4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-cyclohexyl}-acetic acid methyl ester (0.22 g, 0.6 mmol, 1.0 equiv) in 15 Ml DME was added 1 Ml saturated sodium carbonate solution followed by 10 mg Pd(PPh3)4 catalyst. The reaction was then heated to 80° C. overnight. Removal of volatiles in vacuo followed by silica gel chromatography (20% EtOAc in hexanes) afforded the title compound: 1H NMR (400 MHz, DMSO-d6) δ ppm 0.93-1.08 (m, 1 H) 1.01 (d, J=2.78 Hz, 1 H) 1.31-1.52 (m, 3. H) 1.62 (s, 2 H) 1.69 (d, J=9.85 Hz, 4 H) 2.02 (d, J=7.07 Hz, 2 H) 3.81 (s, 3 H) 7.28 (d, J=8.34 Hz, 2 H) 7.58 (d, J=13.89 Hz, 1 H) 7.75 (d, J=8.34 Hz, 3 H) 7.70 (d, J=8.59 Hz, 1 H) 7.81 (d, J=2.27 Hz, 1 H) 7.89 (d, J=8.84 Hz, 1 H) 8.15 (s, 1 H) 9.04 (br. S., 1 H); (M+H)+ 450.3.

Provenance & Evidence