Tributylstannane → HCID 86700268, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 1,3-dimethyl-5-(tributylstannyl)-1H-pyrazolo[3,4-c]pyridine (31 mg, 0.071 mmol), (S)-ethyl 2-(2-bromo-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyacetate (42 mg, 0.085 mmol), copper(I) iodide (14 mg, 0.071 mmol) and lithium chloride (15 mg, 0.355 mmol) in dioxane (0.5 mL) was sparged with nitrogen for 10 minutes. Tetrakis(triphenylphosphine)palladium(0) (9 mg, 0.0008 mmol) and trans-dichlorobis(triphenylphosphine)palladium (II) (5 mg, 0.007 mmol) were added and reaction mixture was heated at 120° C. for 5 hours. Reaction mixture was cooled to rt, diluted with dichloromethane, adsorbed onto silica gel and purified by CombiFlash (0 to 70% EtOAc/Hex) to give product contaminated with tributylstannane impurity. LCMS-ESI+: calc'd for C35H35ClN5O3S: 640.2 (M+H+); Found: 640.4 (M+H+).

Provenance & Evidence