Multi-step reaction with 10 steps
1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 16 h / 20 °C
2: triethylamine / dichloromethane / 0.42 h / -40 °C
3: trichloroisocyanuric acid; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane / 0.5 h / 0 °C
4: 2,6-dimethylpyridine / dichloromethane / 1 h / -45 - 40 °C / Inert atmosphere
5: sodium carbonate / tetrakis(triphenylphosphine) palladium(0) / toluene; ethanol; water / 3 h / 32 °C / Inert atmosphere
6: lithium borohydride / tetrahydrofuran / 1 h / 0 - 20 °C
7: triethylamine / dichloromethane / 0 - 20 °C
8: zinc; formic acid / ethyl acetate; ethanol / 0.5 h / 15 - 33 °C
9: pyridine / dichloromethane / 2 h / -78 °C
10: potassium carbonate; water / methanol / 1 h
With
pyridine; 2,6-dimethylpyridine; lithium borohydride; formic acid; oxalyl dichloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid; water; sodium carbonate; potassium carbonate; triethylamine; N,N-dimethyl-formamide; zinc;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate; toluene;
5: Suzuki Coupling;