Methyl 6-aminonicotinate → HCID 44465843, compound

Participants

Reaction Steps

Using the method described in Example 66, 3-cyclopentyl-2-(6-oxo-4-o-tolyloxy-6H-pyridazin-1-yl)-propionic acid (Intermediate 41) and 6-amino-nicotinic acid methyl ester afforded 6-[3-cyclopentyl-2-(6-oxo-4-o-tolyloxy-6H-pyridazin-1-yl)-propionylamino]-nicotinic acid methyl ester as a yellow solid (230 mg, 32%); ESI-LRMS m/e calcd for C26H28N4O5 [M+] 477, found 477 [M+H+]. 1H-NMR (300 MHz, DMSO-d6) δ ppm 0.95-1.25 (m, 1H) 1.31-1.81 (m, 8H) 1.85-2.07 (m, 1H) 2.16 (s, 3H) 2.21-2.41 (m, 1H) 3.85 (s, 3H) 5.51-5.60 (m, 1H) 5.58 (d, J=2.8 Hz, 1H) 7.22 (dd, J=7.5, 1.5 Hz, 1H) 7.24-7.38 (m, 2H) 7.38-7.45 (m, 1H) 8.11 (d, J=8.8 Hz, 1H) 8.19 (d, J=2.8 Hz, 1H) 8.27 (dd, J=8.8, 2.4 Hz, 1H) 8.87 (d, J=2.4 Hz, 1H) 11.39 (s, 1H).

Provenance & Evidence