反应详情

温度

85 °C

The 4-bromo-N-(3-tert-butyl-phenyl)-3-fluoro-benzamide (0.15 mmol) was added piperazine-1-carboxylic acid tert-butyl ester (0.195 mmol), NaOtBu (0.375 mmol), XantPhos (0.03 mmol), Pd2 dba2 (0.009 mmol) and 1,4 dioxane (0.2 mL). The reaction vial was purged with Ar, sealed, and heated at 85° C. overnight. The reaction was worked up by diluting with ethyl acetate (mL) washed with NH4Cl (1.5 M, 4 mL), and brine (4 mL), filtered through a plug of Na2SO4, and dried under a stream of nitrogen. To the intermediate was added DCM (1 ml) and TFA (0.2 mL) and stirred at room temperature for 1 hr. The reaction was diluted ethyl acetate (mL) washed with NaHCO3 (saturated, 4 mL, twice), and brine (4 mL), filtered through a plug of Na2SO4 and dried under a stream of nitrogen yielding the product, N-(3-tert-butyl-phenyl)-3-fluoro-4-piperazin-1-yl-benzamide. LCMS calcd for C21H26FN3O (m/e) 355, obsd 356 (M+H).

1. customThe reaction
2. customvial was purged with Ar
3. customsealed
4. additionby diluting with ethyl acetate (mL)
5. washwashed with NH4Cl (1.5 M, 4 mL), and brine (4 mL)
6. filtrationfiltered through a plug of Na2SO4
7. customdried under a stream of nitrogen
8. additionTo the intermediate was added DCM (1 ml) and TFA (0.2 mL)
9. washwashed with NaHCO3 (saturated, 4 mL
10. filtrationtwice), and brine (4 mL), filtered through a plug of Na2SO4
11. dry with materialdried under a stream of nitrogen yielding the product, N-(3-tert-butyl-phenyl)-3-fluoro-4-piperazin-1-yl-benzamide