反应详情

A reaction flask was charged with of [1,1′-bis(diphenylphosphino)ferrocene]-dichloronickel (68 mg, 0.099 mmol), zinc (130 mg, 1.99 mmol), 1,5-cyclooctadiene (28.3 mg, 0.262 mmol) and oxygen-free acetonitrile (4 mL) under a nitrogen atmosphere in a glovebox. After stirring for 2 h at room temperature, sodium cyanide (0.55 g, 11.22 mmol, ground prior to use), 2-amino-5-bromo-N,3-dimethylbenzamide (prepared by the method of Reference Example 1) (2.43 g, 9.99 mmol) and more oxygen-free acetonitrile (8 mL) were added to the reaction mixture. The flask was removed from the glovebox while maintaining a nitrogen atmosphere, and the reaction mixture was then heated at reflux (about 82° C.) while being vigorously stirred. After about 2 h and 25 minutes, HPLC analysis of the reaction mixture indicated about 96% conversion of the 2-amino-5-bromo-N,3-dimethylbenzamide with 2-amino-5-cyano-N,3-dimethylbenzamide being the major product. A portion of the reaction mixture (0.05 mL) was withdrawn and evaporated to dryness to give an analytical sample for 1H NMR analysis.

1. additionwere added to the reaction mixture
2. customThe flask was removed from the glovebox
3. temperaturewhile maintaining a nitrogen atmosphere
4. temperaturethe reaction mixture was then heated
5. temperatureat reflux (about 82° C.)
6. stirringwhile being vigorously stirred
7. waitAfter about 2 h
8. custom25 minutes, HPLC analysis of the reaction mixture
9. customA portion of the reaction mixture (0.05 mL) was withdrawn
10. customevaporated to dryness
11. customto give an analytical sample for 1H NMR analysis