Cesium carbonate → HCID 69671470, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 3-chloro-2-(4-chloro-7-fluoropyrazolo[4,3-c]pyridin-2-yl)-5-fluorobenzonitrile (80 mg, 0.28 mmol), 6-methylpyrimidin-4-ylamine (30 mg, 0.27 mmol), Pd2(dba)3 (11 mg, 0.012 mmol), Xantphos (14 mg, 0.028 mmol) and cesium carbonate (160 mg, 0.49 mmol) in dioxane (1.8 mL) was de-gassed and purged with nitrogen. The reaction mixture was heated at 150° C. in the microwave for 30 minutes. The resultant mixture was diluted with ethyl acetate and washed with water. The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel flash chromatography (0-100% ethyl acetate in cyclohexane) to afford the title compound (35 mg, 36% yield). 1H NMR (400 MHz, DMSO-d6): δ 10.84 (s, 1H), 9.44 (d, J=2.6 Hz, 1H), 8.69 (d, J=1.2 Hz, 1H), 8.37-8.30 (m, 3H), 8.01 (d, J=3.5 Hz, 1H), 2.44 (s, 3H). LCMS (Method B): RT=3.20 min, m/z: 398 [M+H+].

Provenance & Evidence