5-(4-Acetamidophenyl)-3-(1-Methylpiperidin-4-yl)-1H-Indole → 5-(4-Aminophenyl)-3-(1-Methylpiperidin-4-yl)-1H-Indole

HRID 278021

反応式

HRID 278021 の反応式
C([NH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:12]=[C:13]3[C:17](=[CH:18][CH:19]=2)[NH:16][CH:15]=[C:14]3[CH:20]2[CH2:25][CH2:24][N:23]([CH3:26])[CH2:22][CH2:21]2)=[CH:7][CH:6]=1)(=O)C>C(O)C.Cl>[NH2:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:12]=[C:13]3[C:17](=[CH:18][CH:19]=2)[NH:16][CH:15]=[C:14]3[CH:20]2[CH2:25][CH2:24][N:23]([CH3:26])[CH2:22][CH2:21]2)=[CH:7][CH:6]=1

参加物

4

反応物 1

HCID 98412175-(4-Acetamidophenyl)-3-(1-Methylpiperidin-4-yl)-1H-Indole

生成物 1

HCID 120418105-(4-Aminophenyl)-3-(1-Methylpiperidin-4-yl)-1H-Indole収率 52%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 702Ethanol溶媒

実験手順

A solution of 5-(4-acetamido phenyl)-3-(1-methylpiperidin-4-yl)-1H-indole (0.150 g, 0.43 mmol) in 2 mL of ethanol and 1 mL of 1N aqueous hydrochloric acid solution was heated with stirring overnight. The mixture was allowed to cool to room temperature, solvent was removed in vacuo, and the residue was dissolved in 2N aqueous sodium hydroxide solution and ethyl acetate. The organic layer was separated, extracted with 2N aqueous sodium hydroxide solution followed by brine, dried over sodium sulfate, filtered, concentrated and purified by silica gel (flash) chromatography to give the title compound (0.068 g, 52%) as an amorphous yellow solid. FDMS m/e=305 (M+). EA calculated for C20H23N3: C, 78.65; H, 7.59; N, 13.76. Found: C, 78.42; H, 7.71; N, 13.57.

後処理

  1. customsolvent was removed in vacuo
  2. dissolutionthe residue was dissolved in 2N aqueous sodium hydroxide solution
  3. customThe organic layer was separated
  4. extractionextracted with 2N aqueous sodium hydroxide solution
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated
  8. custompurified by silica gel (flash) chromatography

出典と根拠

ORDレコード
ord-342819bea30a409798e78fa5392a71de
出典データセット
uspto-grants-2002_03
特許番号
US06358972B1

関連ノート

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