Methyl 6-aminonicotinate → 6-{3-cyclopentyl-2-[4-(2,6-difluoro-phenoxy)-6-oxo-6H-pyridazin-1-yl]-propionylamino}-nicotinic acid methyl ester

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Reaction Steps

Using the method described in Example 66, 3-cyclopentyl-2-[4-(2,6-difluoro-phenoxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid (Intermediate 47) and 6-amino-nicotinic acid methyl ester afforded 6-{3-cyclopentyl-2-[4-(2,6-difluoro-phenoxy)-6-oxo-6H-pyridazin-1-yl]-propionylamino}-nicotinic acid methyl ester as a pale, yellow solid (720 mg, 66%); ES+-HRMS m/e calcd for C25H24N4O5F2 [M+H+] 499.1788 found 499.1784. 1H NMR (300 MHz, CDCl3) δ ppm 1.19 (br s, 2H) 1.41-1.91 (m, 7H) 2.13-2.44 (m, 2H) 3.93 (s, 3H) 5.65 (dd, J=8.6, 6.5 Hz, 1H) 6.04 (br s, 1H) 7.00-7.16 (m, 2H) 7.28-7.34 (m, 1H) 8.03 (d, J=2.4 Hz, 1H) 8.14-8.44 (m, 2H) 8.88 (s, 1H) 9.11 (br s, 1H).

Provenance & Evidence