Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → 4-chloro-2-fluoro-5-[4-(3-fluorophenyl)-4-[2-[(1R,5S)-3-(2-methylbenzimidazol-1-yl)-8-azabicyclo[3.2.1]octan-8-yl]ethyl]piperidine-1-carbonyl]-N-(2,2,2-trifluoroethyl)benzenesulfonamide

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Reaction Steps

8.792 g (19.7 mmol) 1-((1R,5S)-8-{2-[4-(3-fluorophenyl)piperidin-4-yl]ethyl}-8-azabicyclo[3.2.1]oct-3-yl)-2-methyl-1H-benzimidazole and 6.59 g (19.7 mmol) 2-chloro-5-[(2,2,2-trifluoroethylamino)sulfonyl]-4-fluorobenzoic acid were combined following the HATU general procedure in Example 5. This compound was purified by flash chromatography on a 0-100% gradient of 1N methanolic ammonia in ethyl acetate in ethyl acetate. 6.31 g obtained (42% yield). 1H NMR (300 MHz, DMSO-d6) δ 9.18-9.25 (br, 1H), 7.75-7.94 (m, 2H), 7.35-7.52 (m, 3H), 7.22-7.28 (m, 2H), 7.04-7.15 (m, 3H), 4.45-4.56 (m, 1H), 3.80-4.00 (m, 3H), 3.20-3.43 (m, 6H), 2.99-3.07 (m, 1H), 2.48-2.52 (m, 3H), 2.32-2.41 (m, 2H), 1.97-2.29 (br, 2H), 1.74-1.91 (m, 8H), 1.59-1.64 (m, 2H).

Provenance & Evidence