Scheme 2.
Second run synthesis of compounds 14a-q. Reagents and conditions: (a) HBTU, DIEA, indicated heterocyclic acids or an aromatic acid (1H-indene-3-carboxylic acid), rt, 3 h, 20–85% for 14a-k and 14m-q; (b) (i) indole-3-carboxaldehyde, dry MeOH, (ii) NaBH4, MeOH, 78% for 14l; (c) 33% trifluoroacetic acid (TFA) in CH2Cl2, 1 h, 95%.