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. 2021 Dec 11;229:114046. doi: 10.1016/j.ejmech.2021.114046

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Scheme 1 — a) carboxylic acid (1.0 mmol, 1.0 eq.), 4-tert-butylaniline (1.0 mmol, 1.0 eq.), 3-pyridinecarboxaldehyde (1.0 mmol, 1.0 eq.), cyclohexyl isocyanide (0.9 mmol, 0.9 eq.), MeOH (5 mL, 0.2 M), r.t., overnight, X77 (30%), ML188 (84%), 4a (76%), 6a (32%), 7a (94%), 8a (32%), 9a (73%), 10a (68%), 11a (80%), 12a (37%), 13a (92%), 15a (70%), 16a (93%), 17a (52%), 18a (36%), 20a (84%), 21a (68%), 22a (29%), 23a (43%), 8b (54%), 13b (82%), 6b (42%), 4b (84%), 13c (94%), 13d (86%), 16b (88%), 16c (91%), 11b (67%), 11c (79%), 11d (59%), 11e (26%), 11f (71%), 11g (29%), 11h (78%), 11i (37%), 8c (74%), 16d (87%), 16f (34%), 13e (90%), 13f (69%), 13g (91%), 13h (92%), 13i (22%), 13j (47%), 18b (37%), 13k (83%), 13l (57%), 13m (82%), 13n (89%), 13o (88%), 13p (89%), 13q (35%). b) 3-pyridinecarboxaldehyde (2.0 mmol, 2.0 eq.), glycinamide hydrochloride (2.0 mmol, 2.0 eq.), triethylamine (2.0 mmol, 2.0 eq.), acetic acid (2.0 mmol, 2.0 eq.), cyclohexyl isocyanide (2.0 mmol, 2.0 eq.), MeOH (5 mL, 0.2 M), r.t., overnight, 24a (79%). c) 3-pyridinecarboxaldehyde (1.0 mmol, 1.0 eq.), β-alanine (1.0 mmol, 1.0 eq.), cyclohexyl isocyanide (1.0 mmol, 1.0 eq.), MeOH (5 mL, 0.2 M), r.t., overnight, 25a (54%). D) phosphoric acid, MeOH, r.t., 68%.