5-Amino-3-methyl-1,2,4-thiadiazole → HCID 57919148, compound

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Reaction Steps

Using the method described in Example 1, 3-cyclopentyl-2-(6-oxo-4-phenoxy-6H-pyridazin-1-yl)-propionic acid (Intermediate 19) and 3-methyl-[1,2,4]thiadiazol-5-ylamine afforded 3-cyclopentyl-N-(3-methyl-[1,2,4]thiadiazol-5-yl)-2-(6-oxo-4-phenoxy-6H-pyridazin-1-yl)-propionamide as a white solid (23.8 mg, 12.1%); ES+-HRMS m/e calcd for C21H23N5O3S [M+H+] 426.1595, found 426.1594. 1H-NMR (300 MHz, DMSO-d6) δ ppm 1.01-1.77 (m, 9H), 2.03 (m, 1H), 2.27 (m, 1H), 2.44 (s, 3H), 5.57 (dd, J=4.5, J=10.6 Hz, 1H), 5.76 (d, J=2.8 Hz, 1H), 7.30 (d, J=7.5 Hz, 2H), 7.37 (t, J=7.5 Hz, 1H), 7.54 (t, J=7.5 Hz, 2H), 8.17 (d, J=2.8 Hz, 1H), 13.26 (s, 1H).

Provenance & Evidence