反应详情

温度

50 °C

To a solution of 78 mg (0.310 mmole) of 5-n-butyl-2-(2-chlorophenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one (from Example 5, Step A) in 620 μL of dry DMF was added 14.9 mg (0.372 mmole) of sodium hydride (60% in oil), and the mixture was stirred under N2 at 50° C. for 1 hour, until gas evolution was complete. The resulting solution was cooled to room temperature and treated dropwise with a solution of 178 mg (0.465 mmole) of [2'-(N-t-butylsulfamoyl)biphenyl-4-yl]methyl bromide (from Example 12, Step D) in DMF. The mixture was stirred at 50° C. for 1.5 hours, by which time TLC (98:2 CH2Cl2 --MeOH) indicated complete reaction. The mixture was quenched by addition of approximately 6 ml of H2O followed by extraction with 3×10 ml of EtOAc. The combined EtOAc extracts were washed with 2×15ml of H2O followed by 15 ml of brine. The organic phase was dried over Na2SO4, filtered, and concentrated. Column chromatography of the residue on silica gel (elution with 0.5% MeOH in CH2Cl2) yielded 130 mg (76%) of the title compound as a white, stiff foam, homogeneous by TLC in 98:2 CH2Cl2 --MeOH; mass spectrum (FAB) m/e 553 (M+1)+.

1. temperatureThe resulting solution was cooled to room temperature
2. customreaction
3. customThe mixture was quenched by addition of approximately 6 ml of H2O
4. extractionfollowed by extraction with 3×10 ml of EtOAc
5. washThe combined EtOAc extracts were washed with 2×15ml of H2O
6. dry with materialThe organic phase was dried over Na2SO4
7. filtrationfiltered
8. concentrationconcentrated