Nitrogen → HCID 67960475, compound

Participants

Reaction Conditions

Reaction Steps

A solution of (4R)-tert-butyl 4-(6-(5-bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-3-yl)pyrazin-2-yloxy)-6-azaspiro[2.5]octane-6-carboxylate (209 mg, 0.358 mmol), PdCl2(Amphos) (12.66 mg, 0.018 mmol), and (2-tert-butoxy-2-oxoethyl)zinc(II) chloride in Et2O (1073 μL, 0.536 mmol) in dioxane (3576 μL) was heated to 80° C. under a purged stream of N2; the reaction was stirred for 16 h at 80° C. The crude was adsorbed onto silica and was purified via automated flash chromatography (silica gel) with 100% hexanes to 50% EtOAc/hexanes to give (4R)-tert-butyl 4-(6-(5-(2-tert-butoxy-2-oxo ethyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-3-yl)pyrazin-2-yloxy)-6-azaspiro[2.5]octane-6-carboxylate (137 mg, 0.221 mmol, 61.8% yield) as a yellow oil. MS (ESI, pos. ion) m/z: 620.3 (M+1).

Provenance & Evidence