Cesium carbonate → HCID 56598682, compound

Participants

Reaction Steps

The title compound was prepared in the same manner as described in example 74 using 6-chloro-N-[(4,6-dimethyl-2-oxo-1,2-dihydro-3-pyridinyl)methyl]-1-(1-methylethyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxamide (70 mg, 0.187 mmol), 5-amino-1,3-dihydro-2H-benzimidazol-2-one (33.5 mg, 0.225 mmol), cesium carbonate (92 mg, 0.281 mmol), N,N-dimethylacetamide (DMA) (2 mL), palladium(II) acetate (2.52 mg, 0.011 mmol) and Xantphos (10.83 mg, 0.019 mmol) wherein the reaction temperature was 150° C. and reaction time was 8 h. The final product was collected as 25 mg (27%). LCMS E-S (M+H)=487.2 1H NMR (400 MHz, DMSO-d6) δ ppm 1.50-1.61 (m, 6H), 2.13 (s, 3H), 2.23 (s, 3H), 4.38 (d, J=5.0 Hz, 2H), 5.20 (quin, J=6.6 Hz, 1H), 5.90 (s, 1H), 6.79-6.91 (m, 2H), 8.04 (d, J=8.3 Hz, 1H), 8.26-8.33 (m, 2H), 8.84 (t, J=5.0 Hz, 1H), 11.50 (s, 1H).

Provenance & Evidence