반응식
[CH2:1]([O:3][CH:4]([N:6]1[CH:10]=[C:9](I)[CH:8]=[N:7]1)[CH3:5])[CH3:2].[CH:12]([C:14]1[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][CH:15]=1)=[CH2:13].[Br-].C([O-])(=O)C.C(=O)([O-])[O-].[K+].[K+]>>[CH2:1]([O:3][CH:4]([N:6]1[CH:10]=[C:9](/[CH:13]=[CH:12]/[C:14]2[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][CH:15]=2)[CH:8]=[N:7]1)[CH3:5])[CH3:2]참가 물질
실험 절차
1-(1-Ethoxyethyl)-4-iodo-1H-pyrazole obtained in Step 1 (162.0 mg) was suspended in N,N-methylformamide (5.0 mL), and added thereto were 4-vinylbenzonitrile (157.3 mg), tetrabutylamonuim bromide (19.6 mg), paladium acetate (41.0 mg) and potassium carbonate (210.4 mg). The mixture was stirred at room temperature for 10 minutes, and subjected to microwave irradiation at 140° C. for 20 minutes. After completion of the reaction, the resulting mixture was filtered through silica gel, and extracted with ethyl acetate (15 mL). The extract was washed successively with saturated ammonium chloride (15 mL) and brine (15 mL). The organic layer was dried over anhydrous magnesium sulfate and concentrated by evaporation under a reduced pressure. The resulting residue was purified by silica gel chromatography to obtain the title compound (0.11 g, yield 61%).
후처리
- additionadded
- customirradiation at 140° C. for 20 minutes
- customAfter completion of the reaction
- filtrationthe resulting mixture was filtered through silica gel
- extractionextracted with ethyl acetate (15 mL)
- washThe extract was washed successively with saturated ammonium chloride (15 mL) and brine (15 mL)
- dry with materialThe organic layer was dried over anhydrous magnesium sulfate
- concentrationconcentrated by evaporation under a reduced pressure
- customThe resulting residue was purified by silica gel chromatography
출처 및 근거
- ORD 기록
- ord-580cdbf9bae14f57b9f252631e345925
- 출처 데이터셋
- uspto-grants-2011_11
- 특허 번호
- US08063229B2
연결된 노트
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