2-[(4-(Methanesulfonamido)phenoxy)methyl]oxirane → N-[4-[2-Hydroxy-3-[methyl[(6-nitro-2-quinolinyl)methyl]amino]propoxy]phenyl]methanesulfonamide

HRID 1091089ノート

反応式

HRID 1091089 の反応式
[CH3:1][S:2]([NH:5][C:6]1[CH:16]=[CH:15][C:9]([O:10][CH2:11][CH:12]2[CH2:14][O:13]2)=[CH:8][CH:7]=1)(=[O:4])=[O:3].[CH3:17][NH:18][CH2:19][C:20]1[CH:29]=[CH:28][C:27]2[C:22](=[CH:23][CH:24]=[C:25]([N+:30]([O-:32])=[O:31])[CH:26]=2)[N:21]=1>C(O)C>[OH:13][CH:12]([CH2:14][N:18]([CH3:17])[CH2:19][C:20]1[CH:29]=[CH:28][C:27]2[C:22](=[CH:23][CH:24]=[C:25]([N+:30]([O-:32])=[O:31])[CH:26]=2)[N:21]=1)[CH2:11][O:10][C:9]1[CH:15]=[CH:16][C:6]([NH:5][S:2]([CH3:1])(=[O:4])=[O:3])=[CH:7][CH:8]=1

参加物

4

反応物 2

HCID 147398742-[(4-(Methanesulfonamido)phenoxy)methyl]oxiraneHCID 15675909N-Methyl-1-(6-nitroquinolin-2-yl)methanamine

生成物 1

HCID 15675910N-[4-[2-Hydroxy-3-[methyl[(6-nitro-2-quinolinyl)methyl]amino]propoxy]phenyl]methanesulfonamide収率 19.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
50 °C

実験手順

To a stirring solution of 2-[(4-(methanesulfonamido)phenoxy)methyl]oxirane (5.32 g, 21.89 mmol) in ethanol (140 mL) was added the 2-(methylaminomethyl)-6-nitroquinoline (4.75, 21.89 mmol) and the resulting mixture was stirred at 50° C. overnight. The reaction mixture was cooled, concentrated, and subjected to purification by HPLC (10% methanol-ethyl acetate) to afford 1.96 g of product as a yellow amorphous solid.

後処理

  1. temperatureThe reaction mixture was cooled
  2. concentrationconcentrated
  3. customsubjected to purification by HPLC (10% methanol-ethyl acetate)

出典と根拠

ORDレコード
ord-321889fc4e194ccab578248c3de9135e
出典データセット
uspto-grants-1992_01
特許番号
US05084463

反応ノート

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