Methanol → 5-Amino-1-(6-amino-3,5-difluoropyridin-2-yl)-8-chloro-6-fluoro-7-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid

HRID 369311노트

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HRID 369311 반응식
[NH2:1][C:2]1[C:11]([F:12])=[C:10](F)[C:9]([Cl:14])=[C:8]2[C:3]=1[C:4](=[O:27])[C:5]([C:24]([OH:26])=[O:25])=[CH:6][N:7]2[C:15]1[C:20]([F:21])=[CH:19][C:18]([F:22])=[C:17]([NH2:23])[N:16]=1.[CH3:28][OH:29].C[O-].[Na+]>C(O)(=O)C>[NH2:1][C:2]1[C:11]([F:12])=[C:10]([O:29][CH3:28])[C:9]([Cl:14])=[C:8]2[C:3]=1[C:4](=[O:27])[C:5]([C:24]([OH:26])=[O:25])=[CH:6][N:7]2[C:15]1[C:20]([F:21])=[CH:19][C:18]([F:22])=[C:17]([NH2:23])[N:16]=1

참가 물질

5

반응물 3

HCID 887Methanol2회HCID 10942334Sodium MethoxideHCID 221211655-Amino-1-(6-amino-3,5-difluoropyridin-2-yl)-8-chloro-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

생성물 1

HCID 232846605-Amino-1-(6-amino-3,5-difluoropyridin-2-yl)-8-chloro-6-fluoro-7-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid수율 79%

시약·촉매·용매 1

HCID 176Acetic Acid용매

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온도
45 °C

실험 절차

5-Amino-1-(6-amino-3,5-difluoropyridin-2-yl)-8-chloro-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (150 mg) and a methanol solution (about 28%; 200 mg) of sodium methoxide were added to methanol (2 ml), and the mixture was stirred at 45° C. for 3 days. Acetic acid (80 mg) was added to the reaction mixture, and the mixture was heated under reflux for 1 hour. After the reaction mixture was allowed to cool, deposits were collected by filtration and washed with methanol and diisopropyl ether in that order to obtain the title compound (122 mg) as a yellow powder.

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 1 hour
  3. temperatureto cool
  4. filtrationdeposits were collected by filtration
  5. washwashed with methanol and diisopropyl ether in that order

출처 및 근거

ORD 기록
ord-e0c466a7e3ab4db594e3da2eedbef9e9
출처 데이터셋
uspto-grants-2000_10
특허 번호
US06136823

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