Cesium carbonate → HCID 59618183, compound

Participants

Reaction Steps

To a microwave tube were added N-(2-bromopyridin-4-yl)-2,6-dichlorobenzamide (0.12 g, 0.36 mmol), 1-methyl-1H-pyrazol-3-amine (0.045 g, 0.46 mmol), Pd2(dba)3 (0.031 g, 0.033 mmol), XantPhos (0.031 g, 0.052 mmol), Cs2CO3 (0.31 g, 0.94 mmol) and dioxane (3 mL). The mixture was degassed with N2 for 10 min. The resulting mixture was irradiated in a microwave reactor at 140° C. for 1 hour and then cooled to room temperature. The mixture was filtered through Celite and concentrated under reduced pressure. The residue was in DMF and purified by prep-HPLC (Gilson GX 281, Shim-pack PRC-ODS 250 mm×20 mm×2, gradient: CH3CN/10 mm/L NH4HCO3, 17 min) to give the desired product (30 mg, yield: 24%). 1H NMR (500 MHz, DMSO-d6): δ 10.92 (s, 1H). 9.16 (s, 1H), 8.01 (m, 1H), 7.60-7.50 (m, 5H), 7.04 (d, J=4.0 Hz, 1H), 6.27 (d, J=1.5 Hz, 1H), 3.72 (s, 3H). LCMS (ESI) m/z: 362.0 [M+H+].

Provenance & Evidence