Pyridine → 5-Amino-1-(6-amino-3,5-difluoropyridin-2-yl)-8-chloro-6-fluoro-7-(3-methylaminoazetidin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

HRID 610292ノート

反応式

HRID 610292 の反応式
N1C=CC=CC=1.[NH2:7][C:8]1[C:17]([F:18])=[C:16](F)[C:15]([Cl:20])=[C:14]2[C:9]=1[C:10](=[O:33])[C:11]([C:30]([OH:32])=[O:31])=[CH:12][N:13]2[C:21]1[C:26]([F:27])=[CH:25][C:24]([F:28])=[C:23]([NH2:29])[N:22]=1.C(O)(=O)C.C(O)(=O)C.[CH3:42][NH:43][CH:44]1[CH2:47][NH:46][CH2:45]1.CN1CCCC1>C(OCC)C>[NH2:7][C:8]1[C:17]([F:18])=[C:16]([N:46]2[CH2:47][CH:44]([NH:43][CH3:42])[CH2:45]2)[C:15]([Cl:20])=[C:14]2[C:9]=1[C:10](=[O:33])[C:11]([C:30]([OH:32])=[O:31])=[CH:12][N:13]2[C:21]1[C:26]([F:27])=[CH:25][C:24]([F:28])=[C:23]([NH2:29])[N:22]=1

参加物

6

反応物 4

HCID 1049PyridineHCID 84541-MethylpyrrolidineHCID 221211655-Amino-1-(6-amino-3,5-difluoropyridin-2-yl)-8-chloro-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 867549143-Methylaminoazetidine diacetate

生成物 1

HCID 221212515-Amino-1-(6-amino-3,5-difluoropyridin-2-yl)-8-chloro-6-fluoro-7-(3-methylaminoazetidin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid収率 51.5%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

反応条件

温度
100 °C

実験手順

To 300 mg of pyridine were added 120 mg of 5-amino-1-(6-amino-3 , 5-difluoropyridin-2-yl) -8-chloro-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid, 80 mg of 3-methylaminoazetidine diacetate, and 250 mg of N-methylpyrrolidine, and the mixture was stirred at 100° C. for 10 minutes. After adding 5 ml of diethylether, the mixture was stirred and allowed to cool for 1 hour, and decanted. 2 ml of ethanol was added and the mixture was stirred. The precipitate was collected by filtration and washed with ethanol and diethylether successively to obtain 72 mg of the title compound as a yellow powder.

後処理

  1. stirringthe mixture was stirred
  2. temperatureto cool for 1 hour
  3. customdecanted
  4. addition2 ml of ethanol was added
  5. stirringthe mixture was stirred
  6. filtrationThe precipitate was collected by filtration
  7. washwashed with ethanol and diethylether successively

出典と根拠

ORDレコード
ord-18af41378b07451b8242d6699cb8b0c3
出典データセット
uspto-grants-1999_12
特許番号
US05998436

反応ノート

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