反应详情

温度

110 °C

A microwave vial was charged with 5-(2-chloro-4-(trifluoromethyl)phenyl)-N-(pyrimidin-4-yl)naphthalene-2-sulfonamide (Intermediate X) (82.5 mg, 0.178 mmol), tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate (110 mg, 0.356 mmol), potassium phosphate (113 mg, 0.534 mmol), and 1,1-bis[(di-t-butyl-p-methylaminophenyl]palladium(II) chloride (12.59 mg, 0.018 mmol). The vial was sealed, flushed with N2 and dioxane (1334 μl) and water (445 μl) was added. The mixture was sparged for 5 min with N2. The mixture was heated in a microwave at 110° C. for 4 h. The mixture was concentrated for purification by MPLC. The residue was taken up in minimal CH2Cl2 and absorbed onto a 5 g loading cartridge and passed through a silica gel column (12 g) using a 98:2 Heptane:EtOAc to 100% EtOAc (with 1% constant EtOH additive) gradient to afford tert-butyl 4-(2-(6-(N-(pyrimidin-4-yl)sulfamoyl)naphthalen-1-yl)-5-(trifluoromethyl)phenyl)-5,6-dihydropyridine-1(2H)-carboxylate (50.0 mg, 0.082 mmol) as a light-yellow amorphous solid.

1. customThe vial was sealed
2. customflushed with N2 and dioxane (1334 μl) and water (445 μl)
3. additionwas added
4. customThe mixture was sparged for 5 min with N2
5. concentrationThe mixture was concentrated for purification by MPLC
6. customabsorbed onto a 5 g loading cartridge