Triethylamine → 3-ethynyl-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide

온도

80 °C

In a pressure tube with one end sealed, add 485 mg 3-iodo-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide (1.0 mmol) from Step 2, 500 mg trimethylsilylacetylene (5.0 mmol), 19 mg Cu I (0.1 mmol), 7 mg Pd(PPh3)2Cl2 (0.01 mmol), 1.0 mL Et3N in 3.0 mL acetonitrile, and after Nitrogen replacement, the mixture is stirred at 80° C. for 2 h. After cooling to room temperature, the solution was filtered by 2 cm silica gel column. The filtration is washed three times with ethyl acetate and is concentrated to brown solid which is further dissolved in 5 mL methanol. The solution is then added with 980 mg K2CO3 and stirred at room temperature for 3 h. The solid was filtered off and the solution was concentrated to column chromatography f 344 mg desired product. (90%)

1. customIn a pressure tube with one end sealed
2. temperatureAfter cooling to room temperature
3. filtrationthe solution was filtered by 2 cm silica gel column
4. filtrationThe filtration
5. washis washed three times with ethyl acetate
6. concentrationis concentrated to brown solid which
7. dissolutionis further dissolved in 5 mL methanol
8. additionThe solution is then added with 980 mg K2CO3
9. stirringstirred at room temperature for 3 h
10. filtrationThe solid was filtered off
11. concentrationthe solution was concentrated to column chromatography f 344 mg desired product

ORD 기록

ord-2eb0f608a5bd4483b2417f48c3115802

출처 데이터셋

uspto-grants-2014_09

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08846671B2