Ammonium Hydroxide → 7-Fluoro-1,4-dihydro-6-methoxy-4-oxo-3-quinolinecarboxamide

HRID 1837327ノート

反応式

HRID 1837327 の反応式
[F:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:15])[C:7]([C:12](O)=[O:13])=[CH:8][NH:9]2)=[CH:4][C:3]=1[O:16][CH3:17].[OH-].[NH4+:19]>CN(C)C=O>[F:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:15])[C:7]([C:12]([NH2:19])=[O:13])=[CH:8][NH:9]2)=[CH:4][C:3]=1[O:16][CH3:17]

参加物

4

反応物 2

HCID 14923Ammonium HydroxideHCID 12150700HCID 12150700、化合物

生成物 1

HCID 121507017-Fluoro-1,4-dihydro-6-methoxy-4-oxo-3-quinolinecarboxamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
65 °C

実験手順

A mixture of 7-fluoro-6-methoxy-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid (1.0 g, 4.21 mmol) and N,N′-carbonyldiimidazole (1.51 g, 9.28 mmol) in 14 mL of N,N-dimethylformamide is heated at 65° C. for 2 hours then cooled to room temperature and poured into 200 mL of aqueous ammonium hydroxide in an ice water bath. The solution is allowed to stir at room temperature overnight and then concentrated to a small volume. Ice cold water is added followed by acidification with acetic acid. The resultant solid is collected by filtration washing with water to provide 821 mg of 7-fluoro-6-methoxy-4-oxo-1,4-dihydro-3-quinolinecarboxamide as a white solid, mp>300° C.

後処理

  1. temperaturethen cooled to room temperature
  2. concentrationconcentrated to a small volume
  3. additionIce cold water is added
  4. filtrationThe resultant solid is collected by filtration
  5. washwashing with water

出典と根拠

ORDレコード
ord-6d188bf212c6462fbcd289b210e37b5a
出典データセット
uspto-grants-2004_08
特許番号
US06780996B2

反応ノート

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