Scheme 1.
Synthesis of the first targets, the anilino-2-quinazoline 7. Reagents andconditions; (i) aniline 2a or 3-chloroaniline 2b, Pd(OAc)2, BINAP, Cs2CO3, 1,4-dioxane, 100 °C, 16 h, 3a (52%), 3b (61%); (ii) BBr3, DCM, 16 h, RT, 4a (49%), 4b (54%); (iii) propargyl bromide, K2CO3, acetone, reflux, 6 h, 5a (47%), 5b (68%); (iv) 6 (2 equiv), CuSO4.5H2O, sodium ascorbate, RT, 16 h, 7a (58%); 7b (54%).
