Sodium Bicarbonate → HCID 131735520, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of Example 14H (200 mg, 0.403 mmol), tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate (137 mg, 0.443 mmol), tetrakis(triphenylphosphine)palladium(0) (23.28 mg, 0.020 mmol), and sodium bicarbonate solution (1.5 mL, 0.403 mmol) in N,N-dimethylformamide (6 mL) was degassed and heated at 80° C. for 5 hours. After cooling, the mixture was filtered, treated with water and brine and extracted with ethyl acetate (twice). The combined organic layers were washed with brine, dried over magnesium sulfate, filtered, concentrated, and purified on silica using the ISCO Companion flash system eluting with ethyl acetate/heptanes (15:85 to 20:80) to provide the title compound. MS (ESI+) m/z 552.0 (M+H)+.

Provenance & Evidence