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Pyridine → 5-[1-(4-Methanesulfonylaminobenzyl)-8-methoxy-2-oxo-1,2,3,4-tetrahydroquinolin-5-ylmethyl]thiazolidine-2,4-dione

HRID 504046
ノート
印刷プレビュー

反応式

HRID 504046 の反応式
ClCCl.[NH2:4][C:5]1[CH:32]=[CH:31][C:8]([CH2:9][N:10]2[C:19]3[C:14](=[C:15]([CH2:22][CH:23]4[S:27][C:26](=[O:28])[NH:25][C:24]4=[O:29])[CH:16]=[CH:17][C:18]=3[O:20][CH3:21])[CH2:13][CH2:12][C:11]2=[O:30])=[CH:7][CH:6]=1.N1C=CC=CC=1.[CH3:39][S:40](Cl)(=[O:42])=[O:41]>O>[CH3:39][S:40]([NH:4][C:5]1[CH:6]=[CH:7][C:8]([CH2:9][N:10]2[C:19]3[C:14](=[C:15]([CH2:22][CH:23]4[S:27][C:26](=[O:28])[NH:25][C:24]4=[O:29])[CH:16]=[CH:17][C:18]=3[O:20][CH3:21])[CH2:13][CH2:12][C:11]2=[O:30])=[CH:31][CH:32]=1)(=[O:42])=[O:41]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 1049PyridineHCID 6344DichloromethaneHCID 31297Methanesulfonyl chlorideHCID 866139395-[1-(4-Aminobenzyl)-8-methoxy-2-oxo-1,2,3,4-tetrahydroquinolin-5-ylmethyl]thiazolidine-2,4-dione

生成物 1

HCID 580267035-[1-(4-Methanesulfonylaminobenzyl)-8-methoxy-2-oxo-1,2,3,4-tetrahydroquinolin-5-ylmethyl]thiazolidine-2,4-dione収率 92%

試薬・触媒・溶媒

1
HCID 962Water溶媒

実験手順

To a dichloromethane (20 ml) solution of 1.00 g (0.00243 mM) of 5-[1-(4-aminobenzyl)-8-methoxy-2-oxo-1,2,3,4-tetrahydroquinolin-5-ylmethyl]thiazolidine-2,4-dione were successively added pyridine (2.0 ml) and 0.21 ml (0.0027 mM) of methanesulfonyl chloride under ice cooling with stirring. The mixture was stirred at the same temperature for 30 minutes, and water was added to stop the reaction. The resultant was washed (twice with water and once with saturated sodium chloride solution), dried (magnesium sulfate), and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (dichloromethane:ethyl acetate=1:10→1:1), giving 1.1 g (92% yield) of the target compound as a white amorphous solid.

後処理

  1. stirringThe mixture was stirred at the same temperature for 30 minutes
  2. customthe reaction
  3. washThe resultant was washed (twice with water
  4. dry with materialonce with saturated sodium chloride solution), dried (magnesium sulfate)
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (dichloromethane:ethyl acetate=1:10→1:1)

出典と根拠

ORDレコード
ord-958dc464092e43bd9855be6726d4a534
出典データセット
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07777038B2

反応ノート

読み込み中…

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