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 369311ノート

反応式

HRID 369311 の反応式
[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

参加物

5

反応物 3

HCID 887Methanol2 回HCID 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

生成物 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 Acid収率 79%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
45 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e0c466a7e3ab4db594e3da2eedbef9e9
出典データセット
uspto-grants-2000_10
特許番号
US06136823

反応ノート

読み込み中…