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 70f (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 70h.
後処理
- concentrationThe organic phase was concentrated
- customthe residue was purified by flash column chromatography (silica gel, 35% EtOAc/hexanes)
- customto give compound 70h.
出典と根拠
- ORDレコード
- ord-8789c10a7a45468d99f6394b640037d2
- 出典データセット
- uspto-grants-2014_01
- 特許番号
- US08623858B2
反応ノート
読み込み中…