Ethyl bromoacetate → 3-(4-Chlorophenoxy)-5-fluoro-2-methyl-1H-indole-1-acetic acid, ethyl ester

HRID 2233736ノート

反応式

HRID 2233736 の反応式
[H-].[Na+].[Cl:3][C:4]1[CH:21]=[CH:20][C:7]([O:8][C:9]2[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([F:18])[CH:16]=3)[NH:11][C:10]=2[CH3:19])=[CH:6][CH:5]=1.[CH2:22]([O:24][C:25](=[O:28])[CH2:26]Br)[CH3:23]>CN(C=O)C>[Cl:3][C:4]1[CH:21]=[CH:20][C:7]([O:8][C:9]2[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([F:18])[CH:16]=3)[N:11]([CH2:26][C:25]([O:24][CH2:22][CH3:23])=[O:28])[C:10]=2[CH3:19])=[CH:6][CH:5]=1

参加物

5

反応物 3

HCID 7748Ethyl bromoacetateHCID 24758Sodium hydrideHCID 117018033-(4-chlorophenoxy)-5-fluoro-2-methyl-1H-indole

生成物 1

HCID 116391123-(4-Chlorophenoxy)-5-fluoro-2-methyl-1H-indole-1-acetic acid, ethyl ester

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Sodium hydride (60% disp. in oil) (0.12 g) was added portionwise to a stirred solution of the product from step (i) (0.75 g) in DMF (10 ml) at RT. After 10 min, ethylbromoacetate (345 ul) was added, the mixture stirred at RT for 3 h then quenched with water and extracted with diethylether. The organics were washed with water, dried and evaporated under reduced pressure. The residue was purified by chromatography on silica eluting with 15% ethylacetate/iso-hexane. Yield 0.38 g

後処理

  1. customthen quenched with water
  2. extractionextracted with diethylether
  3. washThe organics were washed with water
  4. customdried
  5. customevaporated under reduced pressure
  6. customThe residue was purified by chromatography on silica eluting with 15% ethylacetate/iso-hexane

出典と根拠

ORDレコード
ord-98599851cedc4c0681ce216a1ddf37e1
出典データセット
uspto-grants-2010_05
特許番号
US07709521B2

反応ノート

読み込み中…