Potassium Phosphate, Tribasic → HCID 71543514, compound

Participants

Reaction Conditions

Reaction Steps

To a degassed solution of 2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzofuran-3-carboxamide (502 mg, 1.0 mmol), 2-chloro-6H-pyrido[2′,3′:5,6][1,3]oxazino[3,4-a]indole (256 mg, 1.0 mmol) and K3PO4 (636 mg, 3.0 mmol) in dioxane:H2O (1.5 mL:0.4 mL) was added Pd2(dba)3 (91 mg, 0.1 mmol) and X-Phos (91 mg, 0.2 mmol) under N2. The mixture was heated to 110° C. for 3 hours. The reaction mixture was cooled to room temperature, diluted with EtOAc and filtered. The filtrate was washed with H2O, brine, dried over Na2SO4. After being concentrated in vacuo, the resulting resulting residue was purified using prep-HPLC to provide the desired product of Compound 1 (275 mg, yield: 46.1%). 1H-NMR (CDCl3, 400 MHz) δ 7.88˜7.94 (m, 3H), 7.61˜7.63 (m, 2H), 7.40 (s, 2H), 7.09˜7.28 (m, 6H), 5.94 (s, 2H), 5.86 (d, J=4.4 Hz, 1H), 3.29 (s, 3H), 2.92 (d, J=4.8 Hz, 3H), 2.65 (s, 3H). MS (M+H)+: 597.

Provenance & Evidence