2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl → HCID 71543464, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzofuran-3-carboxamide (40 mg, 0.08 mmol), 2-chloro-6H-pyrido[2,3-e]pyrido[3′,2′:4,5]pyrrolo[1,2-c][1,3]oxazine (27 mg, 0.10 mmol) and K3PO4.3H2O (64 mg, 0.24 mmol) in 1,4-dioxane/water (1.5 mL/0.2 mL), Pd2(dba)3 (5 mg), X-Phos (10 mg) were added under N2 protection. After stirred overnight at 80° C., the reaction mixture was concentrated in vacuo, suspended in water and extracted with EtOAc. The organic layer was washed with brine, dried over Na2SO4 and concentrated in vacuo. The resulting residue was purified using prep-TLC (dichloromethane:MeOH=20:1) to provide the product of Compound 48 (30 mg, yield: 48%). 1H-NMR (CDCl3, 400 MHz) δ 8.34˜8.37 (m, 1H), 8.04 (s, 1H), 7.93˜8.00 (m, 3H), 7.68 (s, 1H), 7.48˜7.56 (m, 2H), 7.17˜7.24 (m, 2H), 7.10˜7.16 (m, 2H), 6.22 (s, 2H), 5.96 (br s, 1H), 3.53 (s, 3H), 3.00 (d, J=4.8 Hz, 3H), 2.76 (s, 3H). MS (M+H)+: 598.

Provenance & Evidence