4-Vinylpyridine → HCID 86651955, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 4-(pyridine-4-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-6-carbaldehyde (50 mg, 0.14 mmol) and 4-pyridylethylene (20 μL, 0.19 mmol) in acetonitrile (1.5 mL) was purged with argon. Palladium acetate (2 mg, 0.007 mmol), tri-o-tolylphosphine (4 mg, 0.014 mmol) and DIPEA (50 μL) was added and the mixture was heated to 70° C. for 16 h. Ethyl acetate (50 mL) was added and the mixture was washed with water (2×5 mL), brine (5 mL), dried over MgSO4 and concentrated. The residue was purified by silica gel chromatography (98:2 EtOAc/MeOH) to give the title compound as a yellow solid (28 mg, 53%). MS ESI [M+H]+, calcd for [C21H25N3O2Si+H]+ 380.2; found m/z 380.2.

Provenance & Evidence