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

HRID 278021

반응식

HRID 278021 반응식
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

참가 물질

4

반응물 1

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

생성물 1

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

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 702Ethanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-342819bea30a409798e78fa5392a71de
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06358972B1

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