反応式
[OH:1][NH:2][C:3](=[NH:7])[CH:4]([CH3:6])[CH3:5].[C:8]([N:10]1[CH2:15][CH2:14][CH:13]([N:16]([CH:30]2[CH2:32][CH2:31]2)[C:17](=[O:29])[C:18]2[CH:23]=[CH:22][C:21]([C:24]3[O:28][CH:27]=[N:26][CH:25]=3)=[CH:20][CH:19]=2)[CH2:12][CH2:11]1)#N>O1CCCC1.C(OCC)(=O)C.[Cl-].[Zn+2].[Cl-]>[CH:30]1([N:16]([CH:13]2[CH2:14][CH2:15][N:10]([C:8]3[O:1][N:2]=[C:3]([CH:4]([CH3:6])[CH3:5])[N:7]=3)[CH2:11][CH2:12]2)[C:17](=[O:29])[C:18]2[CH:19]=[CH:20][C:21]([C:24]3[O:28][CH:27]=[N:26][CH:25]=3)=[CH:22][CH:23]=2)[CH2:32][CH2:31]1参加物
6
反応物 2
生成物 1
試薬・触媒・溶媒 3
反応条件
- 温度
- 50 °C
実験手順
A 0.5 M solution of zinc chloride in tetrahydrofuran (5.20 mL) is added dropwise at room temperature to a mixture of N-hydroxy-isobutyramidine (266 mg) and N-(1-cyano-piperidin-4-yl)-N-cyclopropyl-4-oxazol-5-yl-benzamide (600 mg) in ethyl acetate (25 mL). The reaction mixture is stirred at 50° C. for 3 h and cooled to room temperature. The precipitate is filtered off and heated to 100° C. for 2 h in a mixture of ethanol (10 mL) and glacial acetic acid (5 mL). The solvents are evaporated and the residue is chromatographed on silica gel [ethyl acetate/cyclohexane/methanol 9:9:2] to give the title compound. LC (method 6): tR=1.66 min; Mass spectrum (ESI+): m/z=422 [M+H]+.
後処理
- temperaturecooled to room temperature
- filtrationThe precipitate is filtered off
- temperatureheated to 100° C. for 2 h in a mixture of ethanol (10 mL) and glacial acetic acid (5 mL)
- customThe solvents are evaporated
- customthe residue is chromatographed on silica gel [ethyl acetate/cyclohexane/methanol 9:9:2]
出典と根拠
- ORDレコード
- ord-afb49415878d4bd684e661bd22e0678e
- 出典データセット
- uspto-grants-2014_09
- 特許番号
- US08822471B2
関連ノート
読み込み中…