Design and Synthesis of Novel Antileishmanial Compounds

Scheme 1

Synthesis of derivatives with a branched alkyl side chain consisting of 5 carbon atoms (5, 7 to 10) and the 4-amino-7-chloroquinolinyl substituted derivatives (11 and 12) with antileishmanial activity. Reagents and conditions: (a) Boc₂O, MeCN (dry), 0–25^°C; (b) (rac)-1,4-dibromopentane, NaH, DMF (dry), 0–25^°C; (c) NaN₃, DMF (dry), 25^°C; (d) TFA, DCM, 25^°C; (e) PPh₃, MeOH (dry), 25^°C; (f) 4,7-dichloroquinoline, Pd₂(dba)₃, ±-BINAP, KOtBu, 1,4-dioxane (dry), 85^°C; (g) TFA, DCM, 25^°C.