3-Pyridinemethanamine → 4-methyl-2-(3-((3-methyl-5-phenylisoxazol-4-yl)methyl)-2-oxoimidazolidin-1-yl)-N-(pyridin-3-ylmethyl)thiazole-5-carboxamide

Participants

Reaction Steps

Following the procedure as described in Example 32, making variations as required to replace 2-(3-((5-chlorobenzo[b]thiophen-3-yl)methyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylic acid with 4-methyl-2-(3-((3-methyl-5-phenylisoxazol-4-yl)methyl)-2-oxoimidazolidin-1-yl)thiazole-5-carboxylic acid to react with 3-(aminomethyl)pyridine, the title compound was obtained as a colorless solid in 50% yield: mp 109-111° C. (dichloromethane/hexanes); 1H NMR (300 MHz, CDCl3) δ 8.59 (s, 1H), 8.53-8.51 (m, 1H), 7.74-7.70 (m, 1H), 7.58-7.54 (m, 2H), 7.47-7.42 (m, 3H), 7.32-7.28 (m, 1H), 6.13 (br s, 1H), 4.58 (d, J=5.8 Hz, 2H), 4.45 (s, 2H), 3.91-3.85 (m, 2H), 3.19-3.14 (m, 2H), 2.58 (s, 3H), 2.51 (s, 3H); MS (ES+) m/z 489.3 (M+1).

Provenance & Evidence