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

HRID 506525노트

반응식

HRID 506525 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7398ff4f0df54da89aea993cd3313c27
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07786104B2

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