Tributylstannane → HCID 71272389, compound

Participants

Reaction Conditions

Reaction Steps

Into a 2 L round-bottom flask under nitrogen was placed a solution of ([3-[3-(2,5-dimethyl-1H-pyrrol-1-yl)-1-[[2-(trimethylsilyl)ethoxy]methyl]-1H-pyrazol-5-yl]oxetan-3-yl]oxy)(methylsulfanyl)methanethione (97.0 g, 213.8 mmol, 1.0 equiv.) in toluene (1.2 L), tributyltin hydride (74.7 g, 256.7 mmol, 1.2 equiv.), and AIBN (7.0 g, 42.6 mmol, 0.2 equiv.). The resulting solution was stirred at 120° C. for 3 h, cooled to 30° C. and concentrated in vacuo. The residue was purified by SiO2 chromatography eluting with EtOAc/PE (1:100-1:5) to afford 3-(2,5-dimethyl-1H-pyrrol-1-yl)-5-(oxetan-3-yl)-1-[[2-(trimethylsilyl)ethoxy]methyl]-1H-pyrazole (30.0 g, 38% yield) as a yellow oil.

Provenance & Evidence