Ethyl 7-[(6-chloropyridin-2-yl)methoxy]-5-[4-(methylsulfonyl)phenoxy]-1H-indole-2-carboxylate → 7-[(6-Chloropyridin-2-yl)methoxy]-5-[4-(methylsulfonyl)phenoxy]-1H-indole-2-carboxylic acid
反応式
[Cl:1][C:2]1[N:7]=[C:6]([CH2:8][O:9][C:10]2[CH:11]=[C:12]([O:24][C:25]3[CH:30]=[CH:29][C:28]([S:31]([CH3:34])(=[O:33])=[O:32])=[CH:27][CH:26]=3)[CH:13]=[C:14]3[C:18]=2[NH:17][C:16]([C:19]([O:21]CC)=[O:20])=[CH:15]3)[CH:5]=[CH:4][CH:3]=1>O1CCCC1.C(O)C.[OH-].[Na+]>[Cl:1][C:2]1[N:7]=[C:6]([CH2:8][O:9][C:10]2[CH:11]=[C:12]([O:24][C:25]3[CH:30]=[CH:29][C:28]([S:31]([CH3:34])(=[O:32])=[O:33])=[CH:27][CH:26]=3)[CH:13]=[C:14]3[C:18]=2[NH:17][C:16]([C:19]([OH:21])=[O:20])=[CH:15]3)[CH:5]=[CH:4][CH:3]=1参加物
反応物 1
生成物 1
試薬・触媒・溶媒 3
反応条件
- 温度
- 50 °C
実験手順
Ethyl 7-[(6-chloropyridin-2-yl)methoxy]-5-[4-(methylsulfonyl)phenoxy]-1H-indole-2-carboxylate (1.0 g) was dissolved in a mixed solvent of tetrahydrofuran (10 mL)-ethanol (10 mL), 1M aqueous sodium hydroxide solution (5 mL) was added, and the mixture was stirred at 50° C. for 50 min. The reaction solution was allowed to cool to room temperature, and concentrated under reduced pressure. Water was added to the residue, and the mixture was neutralized with 1M hydrochloric acid. The obtained crystals were collected by filtration, and washed successively with water and diethyl ether to give the title compound (840 mg, yield 90%) as a white solid. The obtained crystals were recrystallized from N,N-dimethylformamide-water to give colorless crystals. melting point 249-250° C. (decomposition).
後処理
- additionwas added
- temperatureto cool to room temperature
- concentrationconcentrated under reduced pressure
- additionWater was added to the residue
- filtrationThe obtained crystals were collected by filtration
- washwashed successively with water and diethyl ether
出典と根拠
- ORDレコード
- ord-14d282911ce64521b872d3c70a1c41cd
- 出典データセット
- uspto-grants-2014_03
- 特許番号
- US08673942B2
反応ノート
読み込み中…