1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole → HCID 59803819, compound

Participants

Reaction Conditions

Reaction Steps

To 2-[4-(5-bromo-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-2,5-difluoro-phenoxymethyl]-1H-benzoimidazole (P-2107, 25.0 m g, 0.053 mmol, prepared as described in Example 41) in acetonitrile (4.00 mL) and 1M potassium carbonate in water (2.00 mL), 1-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole (13.3 mg, 0.064 mmol) and tetrakis(triphenylphosphine)-palladium(0) (10.0 mg, 8.65E-3 mmol) were added. The reaction was heated to 160° C. for 20 minutes in a CEM Discover microwave instrument. The reaction was poured into water and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated and purified by silica gel column chromatography eluting with 20% to 100% ethyl acetate in hexane to give a white solid (P-2161, 5.4 mg, 29.8%). MS (ESI) [M+H+]+=341.2.

Provenance & Evidence