反応式
Cl.C(O[C:5]([C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[NH:12][N:11]=[C:10]2[C:16]1[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=1)=[NH:6])C.[NH2:23][NH:24][C:25](=O)[CH2:26][N:27]1[CH2:31][CH2:30][CH2:29][C:28]1=[O:32].C[O-].[Na+]>CO>[F:22][C:19]1[CH:18]=[CH:17][C:16]([C:10]2[C:9]3[C:13](=[CH:14][CH:15]=[C:7]([C:5]4[N:6]=[C:25]([CH2:26][N:27]5[CH2:31][CH2:30][CH2:29][C:28]5=[O:32])[NH:24][N:23]=4)[CH:8]=3)[NH:12][N:11]=2)=[CH:21][CH:20]=1参加物
実験手順
A suspension of ethoxy[3-(4-fluorophenyl)(1H-indazol-5-yl)]methanimine hydrochloride (0.300 g, 0.94 mmol) and N-amino-2-(2-oxopyrrolidinyl)acetamide (0.442 g, 2.81 mmol) in 4 mL of anhydrous methanol was prepared. An excess of a commercial solution of sodium methoxide in methanol (0.643 mL, 4.37 M) was added. Upon adding the basic solution, the reaction mixture became clear then cloudy. After an hour, the temperature was raised to reflux temperature and was maintained for 48 hours. The reaction was then quenched with water, the pH adjusted to neutral and the crude product extracted with ethyl acetate. The title compound was purified by preparative HPLC (0.118 g, 34% yield): 1H NMR (CD3OD) δ 8.68 (s, 1H), 8.07-8.02 (m, 3H), 7.68 (d, 1H), 7.29 (t, 2H), 4.66 (s, 2H), 3.53 (t, 2H), 2.47 (t, 2H), 2.10 (quintet, 2H); ES-MS (m/z) 377 [M+H]+.
後処理
- customwas prepared
- additionUpon adding the basic solution
- waitAfter an hour
- temperaturethe temperature was raised
- temperatureto reflux temperature
- temperaturewas maintained for 48 hours
- customThe reaction was then quenched with water
- extractionextracted with ethyl acetate
- customThe title compound was purified by preparative HPLC (0.118 g, 34% yield)
出典と根拠
- ORDレコード
- ord-e831b6081b194f3382dfc8a92397e908
- 出典データセット
- uspto-grants-2005_05
- 特許番号
- US06897231B2
関連ノート
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