Cesium carbonate → HCID 69671629, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-chloro-2-(2,6-dichlorophenyl)-2H-pyrazolo[4,3-c]pyridine (52 mg, 0.175 mmol), 6-cyclopropylpyrimidin-4-ylamine (26 mg, 0.193 mmol), Pd2(dba)3 (8 mg, 0.0088 mmol), Xantphos (10.1 mg, 0.0175 mmol) and cesium carbonate (114 mg, 0.35 mmol) in dioxane (1.5 mL) was de-gassed and purged with nitrogen and the reaction mixture was heated at 120° C. in the microwave for 1 hour. The resultant mixture was filtered and washed with dioxane. The filtrate was concentrated under reduced pressure and the resultant residue was purified by silica gel flash chromatography (0-100% ethyl acetate in cyclohexane) to afford the title compound as a yellow solid (30 mg, 43% yield). 1H NMR (400 MHz, DMSO-d6): δ 9.56 (d, J=0.9 Hz, 1H), 8.94 (d, J=1.0 Hz, 1H), 8.05 (d, J=7.3 Hz, 1H), 7.87-7.83 (m, 2H), 7.79-7.74 (m, 1H), 7.62 (dd, J=7.3, 0.9 Hz, 1H), 7.39 (s, 1H), 2.34-2.26 (m, 1H), 1.19-1.12 (m, 4H). LCMS (Method B): RT=3.17 min, m/z: 397 [M+H+].

Provenance & Evidence