Dabco → Pradofloxacin

HRID 651274ノート

反応式

HRID 651274 の反応式
Cl[C:2]1[C:11]([C:12]#[N:13])=[C:10]2[C:5]([C:6](=[O:20])[C:7]([C:17]([OH:19])=[O:18])=[CH:8][N:9]2[CH:14]2[CH2:16][CH2:15]2)=[CH:4][C:3]=1[F:21].[C@@H:22]12[CH2:30][NH:29][CH2:28][C@@H:27]1[CH2:26][CH2:25][CH2:24][NH:23]2.N12CCN(CC1)CC2>CN(C)C=O.C(#N)C>[C:12]([C:11]1[C:2]([N:29]2[CH2:30][C@@H:22]3[C@@H:27]([CH2:26][CH2:25][CH2:24][NH:23]3)[CH2:28]2)=[C:3]([F:21])[CH:4]=[C:5]2[C:10]=1[N:9]([CH:14]1[CH2:16][CH2:15]1)[CH:8]=[C:7]([C:17]([OH:19])=[O:18])[C:6]2=[O:20])#[N:13]

参加物

6

反応物 3

HCID 9237DabcoHCID 10313138(1S,6S)-2,8-Diazabicyclo(4.3.0)nonaneHCID 153471917-Chloro-8-cyano-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

生成物 1

HCID 9802884Pradofloxacin

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 6342Acetonitrile溶媒

実験手順

690 mg (2.25 mmol) of 7-chloro-8-cyano-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid are stirred with 312 mg (2.47 mmol) of (1S,6S)-2,8-diazabicyclo[4.3.0]nonane and 504 mg (4.50 mmol) of 1,4-diazabicyclo[2.2.2]-octane (DABCO) in a mixture of 6.6 ml of dimethylformamide and 6.6 ml of acetonitrile at room temperature overnight. All the volatile components are removed in vacuo, the residue is taken up in water and the resulting solution is brought to pH 7 with dilute hydrochloric acid. The precipitate formed is filtered off with suction, the filtrate is extracted with methylene chloride and the combined organic phases are dried with sodium sulfate and concentrated in vacuo.

後処理

  1. customAll the volatile components are removed in vacuo
  2. customThe precipitate formed
  3. filtrationis filtered off with suction
  4. extractionthe filtrate is extracted with methylene chloride
  5. dry with materialthe combined organic phases are dried with sodium sulfate
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-c060d0ee7609422dad75bc47ff40761e
出典データセット
uspto-grants-2001_08
特許番号
US06278013B1

反応ノート

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