反応式
[F:1][C:2]1[CH:7]=[C:6]([S:8][CH3:9])[CH:5]=[CH:4][C:3]=1[NH:10][C:11]1[C:12]([C:19]([O:21]C)=O)=[N:13][N:14]([CH3:18])[C:15](=[O:17])[CH:16]=1.[CH:23]([O:25][CH2:26][CH2:27][O:28][NH2:29])=[CH2:24].[Li+].C[Si]([N-][Si](C)(C)C)(C)C>C1COCC1>[F:1][C:2]1[CH:7]=[C:6]([S:8][CH3:9])[CH:5]=[CH:4][C:3]=1[NH:10][C:11]1[C:12]([C:19]([NH:29][O:28][CH2:27][CH2:26][O:25][CH:23]=[CH2:24])=[O:21])=[N:13][N:14]([CH3:18])[C:15](=[O:17])[CH:16]=1参加物
5
反応物 3
生成物 1
試薬・触媒・溶媒 1
実験手順
To a solution of methyl 4-(2-fluoro-4-(methylthio)phenylamino)-1-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylate (25 mg, 0.077 mmol) and O-(2-vinyloxy-ethyl)-hydroxylamine (24 mg, 0.23 mmol) in THF (2 mL) at 0° C. was added LiHMDS (0.54 mL, 0.54 mmol, 1 M in THF). The reaction mixture was warmed to room temperature and stirred for 1 hour. The reaction mixture was quenched with saturated aqueous NaHCO3 and diluted with EtOAc. The organic layer was washed with brine, dried over MgSO4, filtered, and concentrated under reduced pressure to give the crude material that was purified by silica gel flash column chromatography (100% CH2Cl2 to 1.5% MeOH in CH2Cl2) to afford 30 mg (99%) of the desired product.
後処理
- customThe reaction mixture was quenched with saturated aqueous NaHCO3
- additiondiluted with EtOAc
- washThe organic layer was washed with brine
- dry with materialdried over MgSO4
- filtrationfiltered
- concentrationconcentrated under reduced pressure
- customto give the crude material that
- customwas purified by silica gel flash column chromatography (100% CH2Cl2 to 1.5% MeOH in CH2Cl2)
出典と根拠
- ORDレコード
- ord-3b25464ef122462787f2fbae1dbb57ee
- 出典データセット
- uspto-grants-2010_06
- 特許番号
- US07732616B2
関連ノート
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