Sodium Carbonate → 8-(3-Chloro-5-phenyl-4-pyridinyl)-2,8-diazaspiro[4.5]decan-1-one

Participants

Reaction Steps

General procedure E was followed using 8-(3,5-dichloropyridin-4-yl)-2,8-diazaspiro[4.5]decan-1-one E59 (38 mg, 0.13 mmol), phenyl boronic acid (19 mg, 0.16 mmol), tetrakis(triphenylphosphine)palladium(0) (7.3 mg, 5 mol %), acetonitrile (1.4 ml) and 0.5 M sodium carbonate (0.35 ml, 0.18 mmol). The crude product was purified by flash column chromatography on silica gel (CH2Cl2, MeOH, 97:3) followed by preparative hplc (CH3CN, H2O, gradient 1:9 to 9:1) to furnish the title compound as a white solid (12 mg, 28%), along with recovered starting material as a clear colourless oil (10 mg, 23% RSM), LC-MS (ESI, 4 min) Rt 2.22 min, m/z 342 (100%, [M+H]+); m/z (ESI) C19H20N3ClO requires 341.1295, found [M+H]+ 341.1301.

Provenance & Evidence