Sodium Carbonate → HCID 67996212, compound

Participants

Reaction Conditions

Reaction Steps

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (0.965 g, 4.70 mmol), PdCl2(dppf)-CH2Cl2 (0.256 g, 0.314 mmol), sodium carbonate (3.14 mL, 6.27 mmol) and methyl 3-bromo-1H-indazole-5-carboxylate (0.8 g, 3.14 mmol) were taken up in 1,4-dioxane (15 mL). The flask was evacuated and back-filled with N2 (×3) before stirring at 100° C. for 24 hours. Room temperature was attained, the reaction mixture was diluted with MeOH, filtered through Celite and concentrated in vacuo. Purification of the residue by MPLC (12-100% EtOAc-hexanes) gave methyl 3-pyridin-4-yl-1H-indazole-5-carboxylate as a yellow solid.

Provenance & Evidence