Dimethyl Sulfoxide → 7-(3-Aminoazetidine-1-yl)-1-(5-amino-6-chloropyridine-3-yl)-8-chloro-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

HRID 368425ノート

反応式

HRID 368425 の反応式
CS(C)=O.Cl.Cl.[NH2:7][CH:8]1[CH2:11][NH:10][CH2:9]1.[NH2:12][C:13]1[CH:14]=[C:15]([N:20]2[C:29]3[C:24](=[CH:25][C:26]([F:32])=[C:27](F)[C:28]=3[Cl:30])[C:23](=[O:33])[C:22]([C:34]([OH:36])=[O:35])=[CH:21]2)[CH:16]=[N:17][C:18]=1[Cl:19]>C(N(CC)CC)C>[NH2:7][CH:8]1[CH2:11][N:10]([C:27]2[C:28]([Cl:30])=[C:29]3[C:24]([C:23](=[O:33])[C:22]([C:34]([OH:36])=[O:35])=[CH:21][N:20]3[C:15]3[CH:16]=[N:17][C:18]([Cl:19])=[C:13]([NH2:12])[CH:14]=3)=[CH:25][C:26]=2[F:32])[CH2:9]1

参加物

5

反応物 3

HCID 679Dimethyl SulfoxideHCID 13491919Azetidin-3-amine--hydrogen chloride (1/2)HCID 221212811-(5-Amino-6-chloropyridin-3-yl)-8-chloro-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

生成物 1

HCID 221211737-(3-Aminoazetidine-1-yl)-1-(5-amino-6-chloropyridine-3-yl)-8-chloro-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid収率 49.6%

試薬・触媒・溶媒 1

HCID 8471Triethylamine溶媒

実験手順

To dimethylsulfoxide solution 1 ml of 53 mg of 3-aminoazetidine dihydrochloride and 146 mg of triethylamine at 80° C. was added 80 mg of 1-(5-amino-6-chloropyridine-3-yl)-8-chloro-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid with stirring, and the mixture was stirred at 80° C. for 1 hour. The reaction solution was allowed to cool and decanted with diethylether. Ethanol was added to the residue to disperse the solid content, and the solid content was collected by filtration, washed with ethanol, and dried to obtain 45 mg of the title compound as a pale yellow powder.

後処理

  1. stirringthe mixture was stirred at 80° C. for 1 hour
  2. temperatureto cool
  3. customdecanted with diethylether
  4. additionEthanol was added to the residue
  5. additionto disperse the solid content
  6. filtrationthe solid content was collected by filtration
  7. washwashed with ethanol
  8. customdried

出典と根拠

ORDレコード
ord-396b9cdc4d974b729986c7af4202d3ea
出典データセット
uspto-grants-2000_10
特許番号
US06133284

反応ノート

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