反応式
[CH:1]1([CH2:4][C:5](=O)/[C:6](/[C:11]2[CH:16]=[CH:15][N:14]=[C:13]([S:17][CH3:18])[N:12]=2)=[CH:7]\N(C)C)[CH2:3][CH2:2]1.[OH:20][C:21]([CH3:28])([CH3:27])[CH2:22][NH:23][C:24]([NH2:26])=[NH:25].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH:1]1([CH2:4][C:5]2[C:6]([C:11]3[CH:16]=[CH:15][N:14]=[C:13]([S:17][CH3:18])[N:12]=3)=[CH:7][N:26]=[C:24]([NH:23][CH2:22][C:21]([CH3:28])([OH:20])[CH3:27])[N:25]=2)[CH2:2][CH2:3]1参加物
5
反応物 3
生成物 1
試薬・触媒・溶媒 1
反応条件
- 温度
- 120 °C
実験手順
To a solution of (Z)-1-cyclopropyl-4-(dimethylamino)-3-(2-(methylthio)pyrimidin-4-yl)but-3-en-2-one (3) in DMF (4 mL), 1-(2-hydroxy-2-methylpropyl)guanidine (529 mg, 3.15 mmol) and potassium carbonate (872 mg, 6.31 mmol) were added, and the reaction mixture was stirred at 120° C. for 2 h. The reaction mixture was purified by a reverse-phase Gilson HPLC [30-90% organic phase over 15 min] followed by a Biotage silica gel chromatography [10 g SNAP column, 100% DCM to 12% MeOH/DCM] to obtain the desired product as a glassy solid (90 mg, 21% yield). MS (ES+): m/z=392.2/393.2/394.3 (100/40/10) [MH+]. HPLC: tR=1.12 min over 3 min. Purity: 100% [HPLC (LC/MS) at 220 nm].
後処理
- customThe reaction mixture was purified by a reverse-phase Gilson HPLC [30-90% organic phase over 15 min]
出典と根拠
- ORDレコード
- ord-544a9fcae790443f87304e2685f0db36
- 出典データセット
- uspto-grants-2014_12
- 特許番号
- US08901147B2
関連ノート
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