반응식
C(S([O-])(=O)=O)(F)(F)F.C(S([O-])(=O)=O)(F)(F)F.C(S([O-])(=O)=O)(F)(F)F.[Yb+3].[CH3:26][C:27]1[O:31][N:30]=[C:29]([C:32]2[CH:37]=[CH:36][C:35]([NH2:38])=[CH:34][CH:33]=2)[N:28]=1.C([C:41]1[C:50]2[O:49][CH2:48][O:47][CH2:46][C:45]=2[CH:44]=[C:43]([CH:51]=O)[CH:42]=1)C.F[C:54](F)(F)[C:55]([OH:57])=O.[C:60](C1C=CC(NC(C2C=C(OC)C(OC)=CC=2F)C2NC(=O)N(C3C=CC=CC=3C(O)=O)N=2)=CC=1)(=N)[NH2:61].C[Si](C#N)(C)C>ClCCl>[CH2:55]([O:57][C:41]1[C:50]2[O:49][CH2:48][O:47][CH2:46][C:45]=2[CH:44]=[C:43]([CH:51]([NH:38][C:35]2[CH:36]=[CH:37][C:32]([C:29]3[N:28]=[C:27]([CH3:26])[O:31][N:30]=3)=[CH:33][CH:34]=2)[C:60]#[N:61])[CH:42]=1)[CH3:54]참가 물질
7
반응물 5
HCID 82115Trimethylsilyl cyanide
HCID 2733225Ytterbium triflate
HCID 181881764-(5-Methyl-1,2,4-oxadiazol-3-yl)aniline
HCID 595172958-ethyl-4H-benzo[1,3]dioxine-6-carbaldehyde
HCID 1363370832-{3-[(4-carbamimidoylphenylamino)-(2-fluoro-4,5-dimethoxyphenyl)methyl]5-oxo-4,5-dihydro-[1,2,4]triazol-1-yl}benzoic Acid Trifluoroacetate생성물 1
시약·촉매·용매 1
실험 절차
To a solution of 230 mg of Yb(OTf)3 in 20 ml of dichloromethane there were added 650 mg of 4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamine, 773 mg of 8-ethyl-4H-benzo[1,3]dioxine-6-carbaldehyde, 1g of MS3A and 0.8 ml of trimethylsilyl cyanide under a nitrogen atmosphere, and the mixture was stirred overnight at room temperature. The reaction mixture was filtered through celite, and the celite was washed with 100 ml of ethyl acetate. The organic layer was concentrated under reduced pressure to give (8-ethoxy-4H-benzo[1,3]dioxin-6-yl)-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamino]acetonitrile (crude product).
후처리
- filtrationThe reaction mixture was filtered through celite
- washthe celite was washed with 100 ml of ethyl acetate
- concentrationThe organic layer was concentrated under reduced pressure
출처 및 근거
- ORD 기록
- ord-d578f82abb86488794ad4376fa539596
- 출처 데이터셋
- uspto-grants-2011_04
- 특허 번호
- US07928228B2
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