Potassium Hydroxide → 5-Fluoro-1-(pyridin-4-ylmethyl)-1H-indole-2-carboxylic acid

HRID 506525ノート

反応式

HRID 506525 の反応式
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH2:11][C:12]1[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=1)[C:6]([C:18]([O:20]CC)=[O:19])=[CH:5]2.[OH-].[K+]>C(O)C.O>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH2:11][C:12]1[CH:13]=[CH:14][N:15]=[CH:16][CH:17]=1)[C:6]([C:18]([OH:20])=[O:19])=[CH:5]2

参加物

5

反応物 2

HCID 14797Potassium HydroxideHCID 15978981ethyl 5-fluoro-1-[(pyridin-4-yl)methyl]-1H-indole-2-carboxylate

生成物 1

HCID 574315345-Fluoro-1-(pyridin-4-ylmethyl)-1H-indole-2-carboxylic acid収率 78.8%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

A solution of 2.1 g (7.04 mmol) of ethyl 5-fluoro-1-[(pyridin-4-yl)methyl]-1H-indole-2-carboxylate (WO 2007/010144) and of 1.18 g (21.12 mmol) of potassium hydroxide in 80 ml of ethanol and 2 ml of water is refluxed for 2 hours. The reaction mixture is subsequently concentrated under reduced pressure. 100 ml of water are added and the pH of the solution is brought to pH 8 by the addition of a concentrated hydrochloric acid solution. A precipitate is recovered by filtration and is washed with water and then dried under reduced pressure. 1.5 g of the expected product are thus obtained.

後処理

  1. concentrationThe reaction mixture is subsequently concentrated under reduced pressure
  2. addition100 ml of water are added
  3. additionthe pH of the solution is brought to pH 8 by the addition of a concentrated hydrochloric acid solution
  4. filtrationA precipitate is recovered by filtration
  5. washis washed with water
  6. customdried under reduced pressure

出典と根拠

ORDレコード
ord-7398ff4f0df54da89aea993cd3313c27
出典データセット
uspto-grants-2010_08
特許番号
US07786104B2

反応ノート

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