N-[6-(2-phenylchroman-6-yloxy)pyridin-3-yl]methanesulfonamide → N-{6-[2-(3-Fluorophenyl)chroman-6-yloxy]pyridin-3-yl}methane sulfonamide

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N-{6-[2-(3-Fluorophenyl)chroman-6-yloxy]pyridin-3-yl}methane sulfonamide was prepared as described for N-[6-(2-phenylchroman-6-yloxy)pyridin-3-yl]methanesulfonamide in Example 46 starting from 300 mg of 6-[2-(3-fluorophenyl)chroman-6-yloxy]-pyridin-3-ylamine (Example 54). The product was purified by passing through silica gel using ethyl acetate-heptane (5:1) as an eluant. 1H NMR (400 MHz, d6-DMSO) δ: 9.67 (s, 1H), 7.99 (dd, 1H, J 2.8, 0.6 Hz), 7.67 (dd, 1H, J 8.8, 2.8 Hz), 7.46 (m, 1H), 7.31-7.27 (m, 2H), 7.17 (m, 1H), 6.98 (dd, 1H, J 8.8, 0.6 Hz), 6.90-6.88 (m, 3H), 5.16 (dd, 1H, J 10.0, 2.2 Hz), 2.99 (s, 3H), 2.96 (m, 1H), 2.72 (m, 1H), 2.20 (m, 1H), 1.99 (m, 1H).

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