反应详情

温度

-10 °C

To a −10° C. solution of N-t-butoxycarbonyl propargylamine (502 mg, 3.24 mmoles) in THF (5 mL) was added nBuLi (3.7 mL of a 1.6 M solution in hexanes, 5.94 mmoles) dropwise over 10 minutes. The resulting dianion mixture was stirred at −10° C. for 15 minutes, then treated with a THF solution (2 mL) of the above-prepared 2-ethyl-5-phenyl-2H-pyrazole-3-carboxylic acid methoxy-methyl-amide (125 mg, 482 μmoles), allowed to warm to room temperature, and stirred at room temperature for 2 hours. The resulting mixture was cooled to 0° C., quenched with 2 M NaH2PO4, diluted with ethyl acetate, and vigorously stirred for 5 minutes. The phases were separated, the organic phase dried over Na2SO4, filtered, and concentrated in vacuo. The crude title compound was used directly in the next step.

1. temperatureto warm to room temperature
2. stirringstirred at room temperature for 2 hours
3. temperatureThe resulting mixture was cooled to 0° C.
4. customquenched with 2 M NaH2PO4
5. additiondiluted with ethyl acetate
6. stirringvigorously stirred for 5 minutes
7. customThe phases were separated
8. dry with materialthe organic phase dried over Na2SO4
9. filtrationfiltered
10. concentrationconcentrated in vacuo