反応式
[Cl:1][C:2]1[C:6]([CH2:7][N:8]([S:10]([C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=2)(=[O:12])=[O:11])[CH3:9])=[CH:5][S:4][C:3]=1[C:20]([OH:22])=O.[CH3:23][C:24]1[N:28]=[C:27]([CH2:29][NH:30][C:31]([CH:33]2[O:38][C:37]3[CH:39]=[CH:40][CH:41]=[CH:42][C:36]=3[NH:35][CH2:34]2)=[O:32])[O:26][N:25]=1.C(N(CC)CC)C.CCOC(C)=O>S(Cl)(Cl)=O.ClCCl>[Cl:1][C:2]1[C:6]([CH2:7][N:8]([S:10]([C:13]2[CH:14]=[CH:15][C:16]([Cl:19])=[CH:17][CH:18]=2)(=[O:11])=[O:12])[CH3:9])=[CH:5][S:4][C:3]=1[C:20]([N:35]1[C:36]2[CH:42]=[CH:41][CH:40]=[CH:39][C:37]=2[O:38][CH:33]([C:31]([NH:30][CH2:29][C:27]2[O:26][N:25]=[C:24]([CH3:23])[N:28]=2)=[O:32])[CH2:34]1)=[O:22]参加物
反応物 4
生成物 1
試薬・触媒・溶媒 2
実験手順
A solution of 3-chloro-4-(N-(4-chlorobenzenesulphonyl)-N-methylaminomethyl)-thiophene-2-carboxylic acid (57 mg, 0.15 mmol) in thionyl chloride (2 ml) and dichloromethane (5 ml) was heated at reflux for 1 h. The mixture was cooled and reduced in vacuo. The residue was added to a solution of N-(3-methyl-1,2,4-oxadiazol-5-ylmethyl)benzomorpholine-2-carboxamide (40 mg, 0.15 mmol) and triethylamine (42 μl, 0.30 mmol) in dichloromethane (10 ml) and stirred at room temperature for 3 days. The mixture was reduced and chromatography (30% EtOAc/70% hexanes and 100% EtOAc) afforded 4-(3-chloro-4-(N-(4-chlorobenzenesulphonyl)-N-methylaminomethyl)thiophene-2-carbonyl)-N-(3-methyl-1,2,4-oxadiazol-5-ylmethyl)benzomorpholine-2-carboxamide as a colourless oil (31 mg, 33%).
後処理
- temperatureat reflux for 1 h
- temperatureThe mixture was cooled
出典と根拠
- ORDレコード
- ord-8eb3195bfc0d4ce3a0fb8146df2be5bb
- 出典データセット
- uspto-grants-2008_04
- 特許番号
- US07365065B2
関連ノート
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