Potassium Phosphate, Tribasic → 2-(2,2-difluorocyclopropyl)-5-(11-fluoro-6H-pyrido[2',3':5,6][1,3]oxazino[3,4-a]indol-2-yl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-(2,2-difluorocyclopropyl)-N-methyl-6-(N-methylmethylsulfonamido)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzofuran-3-carboxamide (20 mg, 0.04 mmol), 2-chloro-11-fluoro-6H-pyrido[2′,3′:5,6][1,3]oxazino[3,4-a]indole (11 mg, 0.04 mmol), Pd2(dba)3 (10 mg, 0.01 mmol), X-Phos (10 mg, 0.02 mmol) and K3PO4 (60 mg, 0.12 mmol) in DMF (2 mL) was stirred at 100° C. for 6 h. Water was added and the mixture was extracted with EtOAc. After concentration, the residue was purified by prep-TLC (PE:EA=1:3) to give the product of 2-(2,2-difluorocyclopropyl)-5-(11-fluoro-6H-pyrido[2′,3′:5,6][1,3]oxazino[3,4-a]indol-2-yl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide (2 mg, yield: 8%). 1H-NMR (MeOD, 400 MHz) δ 8.00 (s, 1H), 7.83 (s, 1H), 7.60 (s, 2H), 7.32 (d, J=8.4 Hz, 1H), 7.26˜7.20 (m, 2H), 6.93 (dd, J=8.0, 10.4 Hz, 1H), 6.11 (s, 2H), 3.64˜3.56 (m, 1H), 3.34 (s, 3H), 2.99 (s, 3H), 2.98 (s, 3H), 2.26˜2.17 (m, 2H). MS (M+H)+: 597.

Provenance & Evidence