N-[3-bromo-5-(pyridine-3-carbonyl)-phenyl]-methanesulfonamide → N-[3-(1H-indol-4-yl)-5-(pyridine-3-carbonyl)-phenyl]-methanesulfonamide

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Reaction Steps

N-[3-bromo-5-(pyridine-3-carbonyl)-phenyl]-methanesulfonamide was converted to N-[3-(pyridine-3-carbonyl)-5-(1-triisopropylsilanyl-1H-indol-4-yl)-phenyl]-methanesulfonamide, and the triisopropylsilyl group was removed with tetra n-butylammonium fluoride to give N-[3-(1H-indol-4-yl)-5-(pyridine-3-carbonyl)-phenyl]-methanesulfonamide as described in Example 75. 1H NMR (400 MHz, methanol-d4/CDCl3): δ 8.97 (s, 1H), 8.71 (s, 1H), 8.14 (d, J=7.8 Hz, 1H), 7.87 (t, J=1.8 Hz, 1H), 7.78 (t, J=1.5 Hz, 1H), 7.56 (t, J=1.9 Hz, 1H), 7.44 (dd, J=7.8, 4.9 Hz, 1H), 7.38 (d, J=8.0 Hz, 1H), 7.22 (d, J=3.1 Hz, 1H), 7.17 (t, J=7.7 Hz, 1H), 7.09 (d, J=7.3 Hz, 1H), 6.60 (d, J=3.3 Hz, 1H), 3.00 (s, 3H).

Provenance & Evidence