5-Chloro-2-methyl-1,8-naphthyridine → HCID 68461182, compound

Participants

Reaction Conditions

Reaction Steps

The product from Example 1d (0.03 g, 0.167 mmol) was reacted with the product from Example 223c (0.060 g, 0.15 mmol) for 17.5 h following the procedure from Example 1g. Consumption of starting material required a second addition of the product from Example 1d (0.016 g, 0.09 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 (0.056 g, 55%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 2.77 (s, 3 H) 5.12 (s, 2 H) 6.30 (d, J=6.99 Hz, 1 H) 6.79 (d, J=8.82 Hz, 2 H) 6.92-7.08 (m, 3 H) 7.25 (d, J=8.82 Hz, 2 H) 7.42-7.54 (m, 4 H) 7.81 (d, J=8.82 Hz, 1 H) 8.47 (d, J=6.99 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)+.

Provenance & Evidence