Table 1.

Synthesized heterocycles 5, 7, 9, 13, 15, 19, 21, 23, 24

Product	R1-H	R2	R3	Puritya [%]	Yieldb [%]	MS ESI+
5(1,1,1)	–(CH2)2–COOH	4-Me-Ph	H	59	44	246
5(1,2,1)	–(CH2)2–COOH	4-OMe-Ph	H	65	75	262
5(1,3,1)	–(CH2)2–COOH	4-NH2-3,5-diCl-Ph	H	68	9	315
5(2,1,1)	–(CH2)2–OH	4-Me-Ph	H	55	77	218
5(2,3,1)	–(CH2)2–OH	4-NH2-3,5-diCl-Ph	H	58	56	287
5(3,1,1)	–(CH2)2–NH2	4-Me-Ph	H	46	37	217
5(3,2,1)	–(CH2)2–NH2	4-OMe-Ph	H	53	23	233
5(3,3,1)	–(CH2)2–NH2	4-NH2-3,5-diCl-Ph	H	38	41	286
5(3,4,1)	–(CH2)2–NH2	-OEt	H	71	44	171
5(4,1,1)	–(CH2)2–CONH2	4-Me-Ph	H	55	28	245
5(4,2,1)	–(CH2)2–CONH2	4-OMe-Ph	H	57	38	261
5(4,3,1)	–(CH2)2–CONH2	4-NH2-3,5-diCl-Ph	H	62	27	314
5(5,4,1)	–(CH2)2–CONH(4-Me-Bn)	-OEt	H	80	53	303
7(1,1,1)	–(CH2)2–COOH	4-Me-Ph	H	81	30	259
7(1,2,1)	–(CH2)2–COOH	4-OMe-Ph	H	60	38	275
7(1,3,1)	–(CH2)2–COOH	4-NH2-3,5-diCl-Ph	H	55	12	328
7(1,1,3)	–(CH2)2–COOH	4-Me-Ph	Et	35	24	287
7(2,1,1)	–(CH2)2–OH	4-Me-Ph	H	99	61	231
7(3,1,1)	–(CH2)2–NH2	4-Me-Ph	H	47	40	230
7(3,2,1)	–(CH2)2–NH2	4-OMe-Ph	H	83	52	246
7(3,3,1)	–(CH2)2–NH2	4-NH2-3,5-diCl-Ph	H	93	62	299
7(3,1,2)	–(CH2)2–NH2	4-Me-Ph	Me	81	12	244
7(4,1,1)	–(CH2)2–CONH2	4-Me-Ph	H	57	21	258
7(4,2,1)	–(CH2)2–CONH2	4-OMe-Ph	H	36	36	274
7(6,1,1)	–(CH2)3–CONH2	4-Me-Ph	H	71	39	272
7(6,2,1)	–(CH2)3–CONH2	4-OMe-Ph	H	68	42	288
7(7,1,1)	–CONH–(CH2)2CH3	4-Me-Ph	H	66	11	362
9(1,1,1)c	–(CH2)2–COOH	4-Me-Ph	H	48	19	366
9(1,4,1)c	–(CH2)2–COOH	4-NH2-3,5-diCl-Ph	H	50	25	435
9(3,1,1)c	–(CH2)2–NH2	4-Me-Ph	H	48	18	337
13(10,1,1)c	NA	4-Me-Ph	H	51	ND	319
15(4,1,1)	–(CH2)2–CONH2	4-Me-Ph	H	31	23	263
15(8,1,1)	–CH2Ph– (4–COOH)	4-Me-Ph	H	61	22	326
19(3,1,4)	–(CH2)2–NH2	4-Me-Ph	H	78	16	293
19(5,1,4)	–(CH2)2–CONH(4-Me-Bn)	4-Me-Ph	H	68	29	425
21(8,4,1)	–CH2Ph– (4–COOH)	–OEt	H	78	23	278
23(1,2,5)	–(CH2)2–COOH	4-OMe-Ph	NA	51	5	352
23(9,1,5)	–(CH2)2–CONH(CH2)2CH3	4-Me-Ph	NA	58	15	377
24(10,1,5)	NA	4-Me-Ph	NA	76	13	289

^aPurity of the crude product before purification;

^bYield after purification by HPLC;

^cR⁴ = Bn;

NA, not applicable; ND, not determined