反应详情

温度

100 °C

A flask containing a mixture of 6-chloro-1,2-dimethyl-1H-indole-3-carboxylic acid methyl ester (1.60 g, 6.73 mmol), 3-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenol (3.15 g, 13.5 mmol), aqueous tribasic potassium phosphate (1.27 M, 9.0 mL, 11 mmol), tricyclohexylphosphine (53 mg, 0.19 mmol) and tris(dibenzylideneacetone)dipalladium (0) (73 mg, 0.080 mmol) and dioxane (22 mL) is evacuated and filled with nitrogen several times. The reaction mixture is heated to 100° C. for 18 h. The mixture is allowed to cool and is filtered thru celite, washing with ethyl acetate. The filtrate is concentrated and partitioned with 1 N HCl and ethyl acetate. The ethyl acetate layer is washed with brine, dried over MgSO4 and concentrated. The residue is triturated in THF-heptane to provide 1.83 g (88%) of the title compound as a white solid. MS m/e 310.0 (M+1).

1. additionA flask containing
2. customis evacuated
3. additionfilled with nitrogen several times
4. temperatureto cool
5. filtrationis filtered thru celite
6. washwashing with ethyl acetate
7. concentrationThe filtrate is concentrated
8. custompartitioned with 1 N HCl and ethyl acetate
9. washThe ethyl acetate layer is washed with brine
10. dry with materialdried over MgSO4
11. concentrationconcentrated
12. customThe residue is triturated in THF-heptane