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

HRID 1837327노트

반응식

HRID 1837327 반응식
[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]

참가 물질

4

반응물 2

HCID 14923Ammonium HydroxideHCID 12150700HCID 12150700, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
65 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-6d188bf212c6462fbcd289b210e37b5a
출처 데이터셋
uspto-grants-2004_08
특허 번호
US06780996B2

반응 노트

불러오는 중…