Design and Synthesis of Novel Hybrid Molecules against Malaria

Scheme 7

Two variants of the protecting group free synthesis of the aromatic-type linker moiety to obtain the key intermediate azide 35. Reagents and conditions: (a) (CBrCl₂)₂, PPh₃, DCM (dry), 0–25°C; (b) NaN₃, DMF (dry), 25°C; (c) TsCl, NaH, DCM (dry), 0–25°C; (d) 6-methoxy-8-aminoquinoline (4), NaOAc, DMF (dry), 25°C; (e) 6-methoxy-8-aminoquinoline (4), NaOAc, DMF (dry), 25°C; (f) DPPA, DBU, toluene (dry), 25°C; (g) PPh₃, MeOH (dry), 25°C; (h) 4,7-dichloroquinoline, neat, 120°C.