A solution of 3 (300 mg, 0.72 mmol), 1-hexyne ( 90 [micro]L, 0.78 mmol),N,N'-Dicyclohexylcarbodiimide (150 mg, 0.72 mmol), and cupric chloride anhydrous (100 mg, 0.72 mmol) in 8mL of methanol/dimethyl sulfoxide (2:6) was stirring for 72 h at room temperature (Figure 4).
A solution of 7 (300 mg, 0.61 mmol), 1-hexyne (90 [micro]L, 0.78 mmol), N,N'-dicyclohexylcarbodiimide (150 mg, 0.72 mmol), and cupric chloride anhydrous (100 mg, 0.72 mmol) in 8mL of methanol/dimethyl sulfoxide (2:6) was stirring for 72 h at room temperature.
In addition, the last stage was achieved with the synthesis of 3-[4-(2-butyl-3-cyclohexylimino-4-piperidin-1-ylcyclobutylidencarbamoyl)-phenoxy]- indolo[2,,3,:17,16]estra1,3,5(10)triene (10) with the three-component system (compound 7, 1-hexyne and N,N'-Dicyclohexylcarbodiimide) using cupric chloride as catalyst (Method A) (Figure 5).