反応式
[CH3:1][C:2]1[C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[CH:5][NH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[Cl:18][C:19]1[N:24]=C(Cl)[C:22]([F:26])=[CH:21][N:20]=1.C(#[N:29])C>C(OCC)(=O)C>[Cl:18][C:19]1[N:24]=[C:3]([N:4]2[CH:5]=[C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[C:2]([CH3:1])=[N:29]2)[C:22]([F:26])=[CH:21][N:20]=1参加物
反応条件
- 温度
- 80 °C
実験手順
To a solution of ethyl 3-methyl-1H-pyrrole-4-carboxylate (3.15 g, 20.5 mmol) in acetonitrile (MeCN) were added potassium carbonate (5.7 g, 41 mmol) and 2,4-dichloro-5-fluoropyrimidine (3.4 g, 20.5 mmol) at room temperature. The resulting slurry was heated at 80° C. for 3 hours with monitoring a reaction with LC-MS or thin layer chromatography (TLC). It was diluted with ethyl acetate and washed with brine. The collected organic layer was dried over anhydrous sodium sulfate and then partially concentrated in vacuo. To this, n-hexanes were added to form pale yellow precipitates. The resulting solids were collected by filtration and rinsed with n-hexanes and then dried under high vacuum to give 4.9 g (85%) of the target intermediate 3; MS (ESI) m/z 285 [M+H]+
後処理
- customa reaction with LC-MS or thin layer chromatography (TLC)
- washwashed with brine
- dry with materialThe collected organic layer was dried over anhydrous sodium sulfate
- concentrationpartially concentrated in vacuo
- additionTo this, n-hexanes were added
- customto form pale yellow precipitates
- filtrationThe resulting solids were collected by filtration
- washrinsed with n-hexanes
- customdried under high vacuum
出典と根拠
- ORDレコード
- ord-2857bc4ecf8a41a8893758f890bd6447
- 出典データセット
- uspto-grants-2014_10
- 特許番号
- US08871778B2
関連ノート
読み込み中…