2-(Thiophen-2-yl)benzoic acid → (1R,6S)-[8-(2-Dimethylamino-6-trifluoromethyl-pyrimidin-4-yl)-3,8-diaza-bicyclo[4.2.0]oct-3-yl]-(2-[1,2,3]triazol-2-yl-phenyl)-methanone

Participants

Reaction Steps

The title compound was prepared in a manner analogous to Example 1, substituting (1R,6S)-[4-(3,8-diaza-bicyclo[4.2.0]oct-8-yl)-6-trifluoromethyl-pyrimidin-2-yl]-dimethyl-amine (Intermediate 11) for (1R,6S)8-(4,6-dimethyl-pyrimidin-2-yl)-3,8-diaza-bicyclo[4.2.0]octane and 2-[1,2,3]triazol-2-yl-benzoic acid (Intermediate 14) for 2-thiophen-2-yl-benzoic acid. Additionally, the reaction time was shortened to 30 minutes. MS (ESI) mass calcd. for O22H−23F3N8O, 472.47; m/z found 473 [M+H]+. 1H NMR (400 MHz, CDCl3): 8.19-6.80 (m, 7H), 4.49-3.78 (m, 5H), 3.75-3.30 (m, 2H), 3.22-3.10 (m, 2H), 3.06-2.74 (m, 5H), 2.24-1.87 (m, 2H).

Provenance & Evidence