2,4-Dichloropyridine → 4-(2-Chloropyridin-4-yloxy)-3-fluorobenzenamine

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Reaction Steps

Using a procedure analogous to Example 95, 2-fluoro-4-aminophenol (2.6 g, 24 mmol) and 2,4-dichloropyridine (2.88 g, 20 mol) were combined to provide 4-(2-chloropyridin-4-yloxy)-3-fluoroaniline (3.2 g, 67%). 1H NMR (400 MHz, DMSO-d6): δ 8.25 (d, J=5.6 Hz, 1 H), 6.99 (m, 1 H), 6.90 (m, 2 H), 6.50 (d, J=1.6 Hz, 1 H), 6.41 (d, J=10.4 Hz, 1 H), 5.51 (s, 2H); MS (ESI) m/z: 239.1 (M+H+).

Provenance & Evidence