Acetonitrile → tert-butyl 4-(4-(4-(ethoxycarbonyl)-2-(1H-indol-4-yl)oxazol-5-yl)phenyl)piperazine-1-carboxylate
反応式
I[C:2]1[O:3][C:4]([C:12]2[CH:17]=[CH:16][C:15](OC)=[CH:14][CH:13]=2)=[C:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[N:6]=1.[NH:20]1[C:28]2[CH:27]=[CH:26][CH:25]=[C:24](B(O)O)[C:23]=2[CH:22]=[CH:21]1.[C:32](=[O:35])([O-])[O-:33].[Na+].[Na+].[C:38](#[N:40])[CH3:39]>C(Cl)Cl.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2]>[CH2:10]([O:9][C:7]([C:5]1[N:6]=[C:2]([C:24]2[CH:25]=[CH:26][CH:27]=[C:28]3[C:23]=2[CH:22]=[CH:21][NH:20]3)[O:3][C:4]=1[C:12]1[CH:13]=[CH:14][C:15]([N:40]2[CH2:7][CH2:5][N:6]([C:32]([O:33][C:12]([CH3:17])([CH3:13])[CH3:4])=[O:35])[CH2:39][CH2:38]2)=[CH:16][CH:17]=1)=[O:8])[CH3:11]参加物
7
反応物 4
生成物 1
試薬・触媒・溶媒 2
反応条件
- 温度
- 150 °C
実験手順
A mixture of ethyl 2-iodo-5-(4-methoxyphenyl)oxazole-4-carboxylate (0.080 g, 0.15 mmol), indole-4-boronic acid (0.048 g, 0.30 mmol), Pd(dppf)2Cl2 (0.006 g, 0.007 mmol) and 1M aq. sodium carbonate (0.31 ml, 0.31 mmol) in acetonitrile (2.5 ml) was heated in the microwave at 150° C. for 15 minutes. The reaction mixture was diluted with DCM and washed with 1M NaOH. The organic phase was passed through a MP-SH cartridge, dried over MgSO4 and the solvent removed in vacuo to afford tert-butyl 4-(4-(4-(ethoxycarbonyl)-2-(1H-indol-4-yl)oxazol-5-yl)phenyl)piperazine-1-carboxylate which was used without further purification. LCMS (1) Rt: 2.61 min; m/z (ES+) 517.
後処理
- washwashed with 1M NaOH
- dry with materialdried over MgSO4
- customthe solvent removed in vacuo
出典と根拠
- ORDレコード
- ord-3894aa3daf834437b98af9e59faefc13
- 出典データセット
- uspto-grants-2013_02
- 特許番号
- US08378095B2
反応ノート
読み込み中…