5-Chloro-2-methyl-1,8-naphthyridine → HCID 68460663, compound

Participants

Reaction Conditions

Reaction Steps

The product from Example 1d (0.034 g, 0.193 mmol) was reacted with the product from Example 225c (0.078 g, 0.193 mmol) for 15 h following the procedure from Example 1g. Consumption of starting material required a second addition of the product from Example 1d (0.019 g, 0.109 mmol) and continued heating at 80° C. (18 h). The crude title compound was purified by HPLC with TFA providing the product as a trifluoroacetic acid salt (0.041 g, 32%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 2.77 (s, 3 H) 5.15 (s, 2 H) 6.30 (d, J=7.35 Hz, 1 H) 6.79 (d, J=8.46 Hz, 2 H) 6.95-7.08 (m, 2 H) 7.16 (d, 1 H) 7.20-7.30 (m, 4 H) 7.45-7.55 (m, 2 H) 7.81 (d, J=8.82 Hz, 1 H) 8.47 (d, J=7.35 Hz, 1 H) 9.01 (d, J=8.46 Hz, 1 H) 9.98 (s, 1 H); Ms (ESI+) m/z 546.0 (M+H)+; (ESI−) m/z 542.0.

Provenance & Evidence