Sodium Carbonate → HCID 68569944, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of Intermediate A (1.8 g, 6.76 mmol), 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1.548 g, 7.44 mmol), Na2CO3 (2.151 g, 20.29 mmol) and Pd(PPh3)4 (0.782 g, 0.676 mmol) in DMF (10 ml) was bubbled with argon for 10 min. Then the mixture was heated at 90° C. for 5 h. After being cooled to rt, the mixture was diluted with EtOAc (40 ml), washed with water and brine, dried over Na2SO4, filtered and concentrated. The residue was recrystallized from EtOAc to afford the title compound as pale gray solid (1.1 g, 65% yield). 1H-NMR (400 MHz, DMSO-d6) δ ppm 9.97 (s, 1H), 8.91 (s, 1H), 8.33 (s, 1H), 8.23 (d, 2H), 8.00 (s, 1H), 7.80 (d, 1H), 7.22 (dd, 1H), 7.00 (d, 1H), 3.90 (s, 3H). LCMS (method B): [M+H]+=226, tR=1.41 min.

Provenance & Evidence