Multi-step reaction with 10 steps
1.1: caesium carbonate / tris(dibenzylideneacetone)dipalladium(0) chloroform complex; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / toluene / 90 °C / Inert atmosphere
2.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C
3.1: sodium hydrogencarbonate / tetrahydrofuran / 0 - 20 °C
4.1: lithium hexamethyldisilazane / tetrahydrofuran / -10 - 0 °C
4.2: 1.33 h / 0 - 20 °C
5.1: N-Bromosuccinimide / N,N-dimethyl acetamide / 1 h / 20 °C
5.2: 0 - 20 °C
6.1: tri-n-butyl-tin hydride; acetic acid / bis-triphenylphosphine-palladium(II) chloride / dichloromethane / 0 - 20 °C
7.1: pyridine / 2 h / 20 °C
8.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 80 °C
9.1: diisobutylaluminium hydride / dichloromethane / -78 - 20 °C
10.1: HATU / dichloromethane / 16 h / 55 °C
With
pyridine; N-Bromosuccinimide; tri-n-butyl-tin hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; caesium carbonate; acetic acid; HATU; trifluoroacetic acid; lithium hexamethyldisilazane;
bis-triphenylphosphine-palladium(II) chloride; tris(dibenzylideneacetone)dipalladium(0) chloroform complex; tetrakis(triphenylphosphine) palladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide; toluene;