反応式
[Br:1][C:2]1[N:7]=[C:6]([C:8](=O)[CH:9]([F:11])[F:10])[C:5]([F:13])=[C:4]([Si:14]([CH2:19][CH3:20])([CH2:17][CH3:18])[CH2:15][CH3:16])[CH:3]=1.[CH3:21][C:22]([S@@:25]([NH2:27])=[O:26])([CH3:24])[CH3:23]>C1COCC1.C(O[Ti](OCC)(OCC)OCC)C>[Br:1][C:2]1[N:7]=[C:6]([C:8](=[N:27][S@:25]([C:22]([CH3:24])([CH3:23])[CH3:21])=[O:26])[CH:9]([F:11])[F:10])[C:5]([F:13])=[C:4]([Si:14]([CH2:19][CH3:20])([CH2:17][CH3:18])[CH2:15][CH3:16])[CH:3]=1参加物
5
反応物 2
生成物 1
試薬・触媒・溶媒 2
反応条件
- 温度
- 80 °C
実験手順
A mixture of 1-(6-bromo-3-fluoro-4-triethylsilanyl-pyridin-2-yl)-2,2-difluoro-ethanone (9.8 g, 26.6 mmol), (S)-2-methylpropane-2-sulfinamide (3.23 g, 26.6 mmol) and tetraethoxytitanium (13.81 ml, 53.2 mmol) in THF (66.5 ml) was stirred at 80° C. in 3 capped microwave vials (3×25 ml) for 3 hours. The cold reaction mixture was poured into ice cold water and the precipitate was filtered through a pad of hyflo and washed thoroughly with ethyl acetate. The organic phase was washed with brine, dried over sodium sulfate, filtered and evaporated. The crude product (12.5 g) was chromatographed over silica gel (cyclohexane:ethyl acetate 5:1) to afford the title compound. 7.96 g (63% yield).
後処理
- customThe cold reaction mixture
- additionwas poured into ice cold water
- filtrationthe precipitate was filtered through a pad of hyflo
- washwashed thoroughly with ethyl acetate
- washThe organic phase was washed with brine
- dry with materialdried over sodium sulfate
- filtrationfiltered
- customevaporated
- customThe crude product (12.5 g) was chromatographed over silica gel (cyclohexane:ethyl acetate 5:1)
出典と根拠
- ORDレコード
- ord-eb471c4a005e43228c9fae2315fa0696
- 出典データセット
- uspto-grants-2014_01
- 特許番号
- US08637508B2
関連ノート
読み込み中…