Morpholine → [4-[6-Amino-5-(1-isopropyltriazol-4-yl)-3-pyridyl]-2-methoxy-phenyl]-morpholino-methanone
反応式
[NH2:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[CH:16]=[CH:15][C:11]([C:12](O)=[O:13])=[C:10]([O:17][CH3:18])[CH:9]=2)=[CH:4][C:3]=1[C:19]1[N:20]=[N:21][N:22]([CH:24]([CH3:26])[CH3:25])[CH:23]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[NH:51]1[CH2:56][CH2:55][O:54][CH2:53][CH2:52]1.CCN(C(C)C)C(C)C>CN(C=O)C>[NH2:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[CH:16]=[CH:15][C:11]([C:12]([N:51]3[CH2:56][CH2:55][O:54][CH2:53][CH2:52]3)=[O:13])=[C:10]([O:17][CH3:18])[CH:9]=2)=[CH:4][C:3]=1[C:19]1[N:20]=[N:21][N:22]([CH:24]([CH3:25])[CH3:26])[CH:23]=1参加物
6
反応物 4
生成物 1
試薬・触媒・溶媒 1
実験手順
To a solution of 4-(6-amino-5-(1-isopropyl-1H-1,2,3-triazol-4-yl)pyridin-3-yl)-2-methoxybenzoic acid (260 mg, 0.735 mmol) and HATU (418 mg, 1.10 mmol) in DMF (10.0 mL) were added morpholine (77 mg, 0.88 mmol) and DIPEA (0.4 mL, 2.205 mmol) at room temperature. The reaction mixture was stirred at room temperature for 18 h. The reaction mixture was poured into ice cold water, extracted with EtOAc (100 mL). The organic layer was washed with brine solution (50 mL), dried over anhydrous Na2SO4 and solvent was evaporated under reduced pressure. Crude compound was purified by column using 100-200 mesh silica gel. The column was eluted with 100% EtOAc to afford 250 mg (yield: 80.64%) of the title compound as pale yellow solid.
後処理
- additionThe reaction mixture was poured into ice cold water
- extractionextracted with EtOAc (100 mL)
- washThe organic layer was washed with brine solution (50 mL)
- dry with materialdried over anhydrous Na2SO4 and solvent
- customwas evaporated under reduced pressure
- customCrude compound was purified by column
- washThe column was eluted with 100% EtOAc
出典と根拠
- ORDレコード
- ord-c593e2fc44f14c90b0a55d3efe164e93
- 出典データセット
- uspto-grants-2016_07
- 特許番号
- US09393248B1
反応ノート
読み込み中…