Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → HCID 67086929, compound

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Reaction Steps

To a mixture of (1S,6R)-3-(4,6-dimethylpyrimidin-2-yl)-3,8-diazabicyclo[4.2.0]octane (Intermediate 34, 30 mg, 0.14 mmol), 3-fluoro-2-(pyrimidin-2-yl)benzoic acid (Intermediate 35, 30 mg, 0.14 mmol), and TEA (29 μL, 0.21 mmol) in DMF (1.3 mL) was added HATU (58 mg, 0.15 mmol) After 15 h, the reaction mixture was purified using prep HPLC (agilent, basic) to give 22.4 mg (39%) of the title compound as a clear oil. MS (ESI) mass calcd. For C23H23FN6O, 418.48; m/z found 419.2 [M+H]+. 1H NMR (CDCl3): 8.89-8.57 (m, 2H), 7.50-7.32 (m, 1H), 7.28-7.04 (m, 3H), 6.37-6.23 (m, 1H), 4.76-4.50 (m, 2H), 4.15-3.45 (m, 4H), 3.25-2.73 (m, 2H), 2.43-2.24 (m, 6H), 2.20-1.69 (m, 2H).

Provenance & Evidence