反応式
[C:1]1([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][N:8]([CH:13]([C:17]2[C:22]([O:23][CH3:24])=[CH:21][C:20]([F:25])=[CH:19][C:18]=2[O:26][CH3:27])[CH2:14][CH:15]=[CH2:16])[C:9](=[O:12])C=C)[CH:2]=1>C(Cl)Cl.CC(C)[O-].[Ti+4].CC(C)[O-].CC(C)[O-].CC(C)[O-].C1CCC(P(C2CCCCC2)C2CCCCC2)CC1.C1CCC(P(C2CCCCC2)C2CCCCC2)CC1.C1C=CC(C=[Ru](Cl)Cl)=CC=1>[C:1]1([C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][N:8]2[CH:13]([C:17]3[C:22]([O:23][CH3:24])=[CH:21][C:20]([F:25])=[CH:19][C:18]=3[O:26][CH3:27])[CH2:14][CH:15]=[CH:16][C:9]2=[O:12])[CH:2]=1参加物
反応物 1
生成物 1
試薬・触媒・溶媒 3
反応条件
- 温度
- 50 °C
実験手順
A yellow solution of N-([1,1′-biphenyl]-3-ylmethyl)-N-(1-(4-fluoro-2,6-dimethoxyphenyl)but-3-en-1-yl)acrylamide (152 mg; 0.34 mmol; 1.0 equiv.) in anh. DCM (17 ml) was treated with titanium(IV) isopropoxide (0.20 ml; 0.68 mmol; 2.0 equiv.), and the mixture was heated to 50° C., under nitrogen, for 1 h. Benzylidene-bis(tricyclohexylphosphine)dichlororuthenium (11.3 mg; 0.04 equiv.) was then added, and the resulting mixture was further heated at reflux for 20 h. Subsequent concentration to dryness under reduced pressure, and purification by FC (DCM/MeOH=50/1) afforded 1-([1,1′-biphenyl]-3-ylmethyl)-6-(4-fluoro-2,6-dimethoxyphenyl)-5,6-dihydropyridin-2(1H)-one as a pale yellow foam. LC-MS (conditions A): tR=0.94 min.; [M+H]+: 417.76 g/mol.
後処理
- temperaturethe resulting mixture was further heated
- temperatureat reflux for 20 h
- concentrationSubsequent concentration to dryness
- customunder reduced pressure, and purification by FC (DCM/MeOH=50/1)
出典と根拠
- ORDレコード
- ord-37b5b24d9c8e436b8e9f4d1f2ea4c121
- 出典データセット
- uspto-grants-2016_01
- 特許番号
- US09242970B2
関連ノート
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