Formaldehyde → 4-{[(2-Hydroxyethyl)(methyl)amino]methyl}-6-methoxy-1-(phenylsulfonyl)-1H-indol-5-ol

HRID 2423133ノート

反応式

HRID 2423133 の反応式
[CH3:1][NH:2][CH2:3][CH2:4][OH:5].[CH2:6]=O.[CH3:8][O:9][C:10]1[CH:18]=[C:17]2[C:13]([CH:14]=[CH:15][N:16]2[S:19]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)(=[O:21])=[O:20])=[CH:12][C:11]=1[OH:28]>CCO>[OH:5][CH2:4][CH2:3][N:2]([CH2:6][C:12]1[C:11]([OH:28])=[C:10]([O:9][CH3:8])[CH:18]=[C:17]2[C:13]=1[CH:14]=[CH:15][N:16]2[S:19]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)(=[O:21])=[O:20])[CH3:1]

参加物

5

反応物 3

HCID 712FormaldehydeHCID 80162-(Methylamino)ethanolHCID 672416826-Methoxy-1-(phenylsulfonyl)-1H-indol-5-ol2 回

生成物 1

HCID 672402644-{[(2-Hydroxyethyl)(methyl)amino]methyl}-6-methoxy-1-(phenylsulfonyl)-1H-indol-5-ol収率 41%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

反応条件

温度
65 °C

実験手順

To 2-(methylamino)ethanol (0.37 g, 4.9 mmol) and paraformaldehyde (0.15 g, 4.9 mmol) was ethanol (5 mL) added. The reaction mixture was heated at 65° C. for 5 minutes and a clear solution was formed. 6-methoxy-1-(phenylsulfonyl)-1H-indol-5-ol (Intermediate 15, 0.75 g, 2.5 mmol) in EtOH (10 mL) was added in one portion. The mixture was stirred for 2 hours at 70° C. The solvent was removed under reduced pressure and the crude material was dissolved in DCM and was washed with brine. The organic layer was collected and dried (MgSO4) to give the title compound (400 mg). MS m/z 391 [M+H]+.

後処理

  1. additionadded
  2. customa clear solution was formed
  3. customThe solvent was removed under reduced pressure
  4. dissolutionthe crude material was dissolved in DCM
  5. washwas washed with brine
  6. customThe organic layer was collected
  7. dry with materialdried (MgSO4)

出典と根拠

ORDレコード
ord-9e389fb9d99e4de28d29265d6c26cb92
出典データセット
uspto-grants-2011_06
特許番号
US07960374B2

反応ノート

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