反应详情

A solution of 3-morpholino-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinolin-2-amine (50 mg, 0.141 mmol, prepared as in Example 2, Step 1-2), 2-bromo-3-methyl-3′-(trifluoromethyl)biphenyl (66.5 mg, 0.211 mmol), dicyclohexyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine (13.42 mg, 0.028 mmol), potassium phosphate (90 mg, 0.422 mmol) and PdCl2(dppf)-CH2Cl2 adduct (5.15 mg, 7.04 mmol) in ethanol (1206 μL)/water (201 μL) was heated in a sealed tube in the microwave at 140° C. for 20 min. The reaction was then quenched with water and the aqueous layer was extracted with EtOAc. The organic layer was then washed with water and brine (3× ea.), dried over Na2SO4 and concentrated in vacuo to remove the solvent. The crude material was purified by column chromatography with 0-70% (10% MeOH/DCM)/DCM to afford 6-(3-methyl-3′-(trifluoromethyl)biphenyl-2-yl)-3-morpholinoquinolin-2-amine MS (ESI, pos. ion) m/z: 464 (M+1).

1. customThe reaction was then quenched with water
2. extractionthe aqueous layer was extracted with EtOAc
3. washThe organic layer was then washed with water and brine (3× ea.)
4. dry with materialdried over Na2SO4
5. concentrationconcentrated in vacuo
6. customto remove the solvent
7. customThe crude material was purified by column chromatography with 0-70% (10% MeOH/DCM)/DCM