Methyl iodide → 5-Bromo-6-fluoro-1-methyl-1H-indazole
反応式
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[F:11])[NH:7][N:6]=[CH:5]2.[CH3:12]C([O-])(C)C.[K+].CI>CN(C=O)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[F:11])[N:7]([CH3:12])[N:6]=[CH:5]2参加物
5
実験手順
To a solution of 5-bromo-6-fluoro-1H-indazole (4 g, 18.60 mmol) in DMF (20 ml) was added potassium 2-methylpropan-2-olate (2.087 g, 18.60 mmol). The resulting mixture was stirred for 40 min. CH3I (3.17 g, 22.32 mmol) was added dropwise. After stirring overnight, the reaction mixture was quenched with NH4Cl(aq), extracted with EtOAc, washed with NH4Cl(aq), dried over Na2SO4, filtered and concentrated in vacuo to give crude product. The crude product was purified with silica gel column chromatography with gradient Hexanes:EA to give light yellow solid 5-bromo-6-fluoro-1-methyl-1H-indazole (1.86 g, 42%).
後処理
- stirringAfter stirring overnight
- customthe reaction mixture was quenched with NH4Cl(aq)
- extractionextracted with EtOAc
- washwashed with NH4Cl(aq)
- dry with materialdried over Na2SO4
- filtrationfiltered
- concentrationconcentrated in vacuo
- customto give crude product
- customThe crude product was purified with silica gel column chromatography with gradient Hexanes
出典と根拠
- ORDレコード
- ord-a1421ce76b1a42f880cdadbae4d7f7bc
- 出典データセット
- uspto-grants-2013_07
- 特許番号
- US08497368B2
反応ノート
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