Cesium carbonate → HCID 59618307, compound

Participants

Reaction Steps

To a microwave tube was added 2,4,6-trichloro-N-(2-chloro-5-fluoropyridin-4-yl)benzamide (71 mg, 0.20 mmol), cyclopropanecarboxamide (42.8 mg, 0.50 mmol), Pd2(dba)3 (18 mg, 0.020 mmol), XantPhos (14 mg, 0.025 mmol), Cs2CO3 (197 mg, 0.60 mmol) and dioxane (1.5 mL). The mixture was degassed with N2 for 2 min. The resulting mixture was irradiated in a microwave reactor at 140° C. for 35 min and then cooled to room temperature. The mixture was filtered through Celite and concentrated under reduced pressure. The residue was 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 (7.5 mg, yield: 9.2%). 1H NMR (DMSO-d6, 400 MHz): δ 11.08 (s, 1H), 10.83 (d, 1H), 9.00 (s, 1H), 8.32 (s, 1H), 7.82 (s, 2H), 1.98 (d, J=4.6 Hz, 1H), 0.82 (t, J=6.1 Hz, 4H). LCMS (ESI) m/z: 402.0 [M+H+].

Provenance & Evidence