反応式
[OH:1][C:2]1[N:7]=[C:6]([O:8][C:9]2[N:13]([CH3:14])[N:12]=[C:11]([C:15]([F:18])([F:17])[F:16])[CH:10]=2)[CH:5]=[C:4]([CH3:19])[CH:3]=1.[H-].[Na+].[Cl:22]/[CH:23]=[CH:24]/[CH2:25]Cl>C(#N)C.CN(C=O)C.CCCCC.C(OCC)(=O)C>[CH3:14][N:13]1[C:9]([O:8][C:6]2[CH:5]=[C:4]([CH3:19])[CH:3]=[C:2]([O:1][CH2:25]/[CH:24]=[CH:23]/[Cl:22])[N:7]=2)=[CH:10][C:11]([C:15]([F:18])([F:17])[F:16])=[N:12]1参加物
反応物 3
生成物 1
試薬・触媒・溶媒 3
実験手順
A mixture of 6-hydroxy-2-(1-methyl-3-trifluoromethylpyrazol-5-yloxy)-4-methylpyridine (0.9 g, 3.3 mmol) and NaH (60% in oil, 0.16 g, 4 mmol) in acetonitrile (20 ml) and DMF (1 ml) is stirred for 10 min at ambient temperature and (E)-1,3-dichloropropene (0.4 g, 3.6 mmol) is added. After stirring for 60 h at ambient temperature, the remaining NaH is deactivated and the resulting mixture is diluted with pentane/ethyl acetate (by volume ration 1/1) and filtered through a bed of silica gel. The filtrate is washed with water. The organic layer is dried with anhydrous magnesium sulfate, filtered and evaporated in vacuo. Purification by flash chromatography (silica gel: pentane/ethyl acetate 9/1 v/v) yields the title compound (0.6 g, 52% yield) as an colorless oil.
後処理
- stirringAfter stirring for 60 h at ambient temperature
- filtrationfiltered through a bed of silica gel
- washThe filtrate is washed with water
- dry with materialThe organic layer is dried with anhydrous magnesium sulfate
- filtrationfiltered
- customevaporated in vacuo
- customPurification by flash chromatography (silica gel: pentane/ethyl acetate 9/1 v/v)
出典と根拠
- ORDレコード
- ord-1a51b45be5a940eea36ea661e6865feb
- 出典データセット
- uspto-grants-2005_02
- 特許番号
- US06852673B2
関連ノート
読み込み中…