Sodium Carbonate → HCID 59578408, compound

Participants

Reaction Conditions

Reaction Steps

To 6-chloro-N-methyl-7-aza indole-2-boronic acid (1.00 g, 4.75 mmol) in dioxane (40 mL) under N2 was added 5 bromo-3-pyridine carbaldehyde (0.589 g, 3.17 mmol), aqueous Na2CO3 (2M, 4.75 mL, 9.50 mmol) and polymer bound Pd(PPh3)4 (1.760 g, 0.158 mmol). The reaction was stirred for 2 hours at 85° C. The reaction mixture was cooled to room temperature. The solids were filtered off and the precipitate was washed thoroughly with methanol. The filtrate was concentrated in vacuo to give a brown color oil. The crude was purified by silica gel flash chromatography using DCM-MeOH (90-10, v/v) to afford pure product 5-(6-Chloro-1-methyl-1H-pyrrolo[2,3-b]pyridin-2-yl)-pyridine-3-carbaldehyde as a solid. ESI-MS: m/z 272.1 (M+H)+

Provenance & Evidence