反応式
C([O:3][C:4]([C:6]1[N:10]2[CH:11]=[C:12]([Cl:23])[N:13]([C:14]3[C:19]([CH3:20])=[CH:18][C:17]([CH3:21])=[CH:16][C:15]=3[CH3:22])[C:9]2=[N:8][C:7]=1[C:24]([F:27])([F:26])[F:25])=O)C.[H-].[Al+3].[Li+].[H-].[H-].[H-].CC(C)=O.[C@H](O)(C([O-])=O)[C@@H](O)C([O-])=O.[Na+].[K+]>O1CCCC1>[Cl:23][C:12]1[N:13]([C:14]2[C:19]([CH3:20])=[CH:18][C:17]([CH3:21])=[CH:16][C:15]=2[CH3:22])[C:9]2[N:10]([CH:11]=1)[C:6]([CH2:4][OH:3])=[C:7]([C:24]([F:25])([F:26])[F:27])[N:8]=2参加物
反応物 4
生成物 1
試薬・触媒・溶媒 1
反応条件
- 温度
- 0 °C
実験手順
To a solution of 6-chloro-2-trifluoromethyl-7-(2,4,6-trimethyl-phenyl)-7H-imidazo[1,2-a]imidazole-3-carboxylic acid ethyl ester (978.3 mg, 1.904 mmol) in tetrahydrofuran (100 mL) at 0° C. was added a 1.0M solution of lithium aluminum hydride in tetrahydrofuran (5.71 mL, 5.71 mmol). The resulting solution was stirred at 0° C. for 10 min. Acetone (5 mL) was added and the solution was added via cannula to a vigorously stirred ice-cold solution of Rochelle's salt (100 mL). The product was extracted with ethyl acetate (5×50 mL) and the combined organic extracts were dried over anhydrous Na2SO4. The solvent was removed in vacuo and the crude mixture was chromatographed on short silica gel column (hexanes-ethyl acetate 4:1) to give the desired product (614.8 mg, 90%) which was pure by LC-MS. LC/MS: tR=1.25 min., MS: [M+H]=358.
後処理
- extractionThe product was extracted with ethyl acetate (5×50 mL)
- dry with materialthe combined organic extracts were dried over anhydrous Na2SO4
- customThe solvent was removed in vacuo
- customthe crude mixture was chromatographed on short silica gel column (hexanes-ethyl acetate 4:1)
出典と根拠
- ORDレコード
- ord-1b3f30add0244ba1b26faa73866a9543
- 出典データセット
- uspto-grants-2007_07
- 特許番号
- US07238699B2
関連ノート
読み込み中…