Carbon Dioxide → 7-Fluoro-1H-indole-5-carboxylic acid
反応式
Br[C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([F:11])[CH:10]=1)[NH:7][CH:6]=[CH:5]2.[Li]CCCC.[C:17](=[O:19])=[O:18].O>C1COCC1>[F:11][C:9]1[CH:10]=[C:2]([C:17]([OH:19])=[O:18])[CH:3]=[C:4]2[C:8]=1[NH:7][CH:6]=[CH:5]2参加物
6
実験手順
To a solution of 5-bromo-7-fluoroindole 21a (1.71 mmol, 365 mg) in THF at −60° C. was added n-BuLi (1.6 M solution in hexanes, 5.2 mmol, 3.2 mL). The solution was kept at −60° C. for 4 h and was then poured onto an excess of freshly crushed dry ice. Water was added and the mixture was acidified to pH 4. The organic phase was concentrated and the residue was purified by flash column chromatography (silica gel, 35% EtOAc/hexanes) to give compound 21b.
後処理
- concentrationThe organic phase was concentrated
- customthe residue was purified by flash column chromatography (silica gel, 35% EtOAc/hexanes)
出典と根拠
- ORDレコード
- ord-47543504fd2c42708ccdf1b3e4a638c6
- 出典データセット
- uspto-grants-2014_06
- 特許番号
- US08759533B2
反応ノート
読み込み中…