Реакция #332433

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Уравнение реакции

Cl
HCl
[K+].[OH-]
Potassium hydroxide
O=C1Nc2ccc(F)cc2C1=O
5-fluoro-1H-indole-2,3-dione
CCC(=O)c1cccc(Br)c1
1-(3-Bromophenyl)-1-propanone
Cc1c(-c2cccc(Br)c2)nc2ccc(F)cc2c1C(=O)O
2-(3-bromophenyl)-6-fluoro-3-methyl-4-quinolinecarboxylic acid
Выход 98.0%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Температураthe mixture was heated
  2. 2
    Температураto reflux for 1 h
  3. 3
    ФильтрацияThe solid was collected by filtration
  4. 4
    Промывкаwashed with water
  5. 5
    Другоеdried

Методика

Potassium hydroxide (19.98 g, 356 mmol) was added to a suspension of 5-fluoro-1H-indole-2,3-dione (10 g, 59.4 mmol) in ethanol (96 mL). 1-(3-Bromophenyl)-1-propanone (13.91 g, 65.3 mmol) was added and the mixture was heated to reflux for 1 h. The reaction mixture was cooled to room temperature and acidified to pH 3 with concentrated HCl. The solid was collected by filtration, washed with water, and dried to afford 2-(3-bromophenyl)-6-fluoro-3-methyl-4-quinolinecarboxylic acid (20.9 g, 98% yield). This material was used without further purification. MS (m/z) 360.0 (M+H+).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08658636B2uspto-grants-2014_02