2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl → HCID 117771342, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of N-benzyl-3-(benzyloxy)-6-bromopicolinamide (107 mg, 0.27 mmol), 2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzofuran-3-carboxamide (prepared according to previous patents, 117 mg, 0.23 mmol) and K3PO4.3H2O (187 mg, 0.70 mmol) in dioxane/H2O (3 mL) were added Pd2(dba)3 (11 mg, 0.01 mmol) and X-Phos (11 mg, 0.03 mmol) under N2. The mixture was stirred at 110° C. for 1 hour. Then it was filtered and extracted with EtOAc. The combined organic phase was washed with brine, dried over Na2SO4 and concentrated. The residue was purified by prep-TLC (DCM:MeOH=50:1) to afford the product of N-benzyl-3-(benzyloxy)-6-(2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-(N-methylmethylsulfonamido)benzofuran-5-yl)picolinamide (100 mg, yield: 61.7%). 1H-NMR (CD3OD, 400 MHz) δ 7.91˜7.94 (m, 2H), 7.83 (s, 1H), 7.77 (s, 1H), 7.67˜7.72 (m, 2H), 7.43˜7.45 (m, 2H), 7.29˜7.33 (m, 5H), 7.20˜7.24 (m, 5H), 5.23 (s, 2H), 4.54 (s, 2H), 3.15 (s, 3H), 2.89 (s, 3H), 2.87 (s, 3H). MS (M+H)+: 693.

Provenance & Evidence