5-Chloro-2-methyl-1,8-naphthyridine → 4-[4-(4-Fluoro-benzyloxy)-2-(7-methyl-[1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenol

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Reaction Steps

The product from Example 1d (53 mg, 0.30 mmol) was reacted with 4-[2-amino-4-(4-fluoro-benzyloxy)-phenylsulfanyl]-phenol (102 mg, 0.30 mmol) for 18 h following the procedure from Example 1g giving the crude title compound which was purified by HPLC with TFA providing the product as a trifluoroacetic acid (115 mg, 64%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 2.76 (s, 3H) 5.11 (s, 2 H) 6.26 (d, J=6.99 Hz, 1 H) 6.65 (d, J=8.46 Hz, 2 H) 7.10 (d, J=8.82 Hz, 2 H) 7.15-7.27 (m, 4 H) 7.49 (m, J=5.88 Hz, 2 H) 7.81 (d, J=8.46 Hz, 1 H) 8.40 (d, J=6.98 Hz, 1 H) 8.98 (d, J=8.46 Hz, 1 H) 9.78 (s, 1 H) 11.03 (br s,1 H) 14.36 (br s, 1 H); MS (ESI+) m/z, 484 (M+H−TFA)+; (ESI−) m/z, 482 (M−H−TFA)−.

Provenance & Evidence