1-Acetyl-7-(1-methylpiperidin-4-yl)-1,2,3,5-tetrahydropyrrolo[2,3-f]indole → 7-(1-Methylpiperidin-4-yl)-1,2,3,5-tetrahydropyrrolo[2,3-f]indole

HRID 1936710

반응식

HRID 1936710 반응식
C([N:4]1[C:8]2=[CH:9][C:10]3[C:11]([CH:16]4[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]4)=[CH:12][NH:13][C:14]=3[CH:15]=[C:7]2[CH2:6][CH2:5]1)(=O)C>C(O)C.[OH-].[Na+].O>[CH3:22][N:19]1[CH2:20][CH2:21][CH:16]([C:11]2[C:10]3[CH:9]=[C:8]4[NH:4][CH2:5][CH2:6][C:7]4=[CH:15][C:14]=3[NH:13][CH:12]=2)[CH2:17][CH2:18]1

참가 물질

5

반응물 1

HCID 224625471-Acetyl-7-(1-methylpiperidin-4-yl)-1,2,3,5-tetrahydropyrrolo[2,3-f]indole

생성물 1

HCID 178989527-(1-Methylpiperidin-4-yl)-1,2,3,5-tetrahydropyrrolo[2,3-f]indole수율 61.4%

시약·촉매·용매 3

HCID 702Ethanol용매HCID 962Water용매HCID 14798Sodium Hydroxide용매2회

실험 절차

To a stirred suspension of 1-acetyl-7-(1-methylpiperidin-4-yl)-1,2,3,5-tetrahydropyrrolo[2,3-f]indole (D5, 0.55 g, 1.85 mmole) in ethanol (10 ml) and 10% sodium hydroxide solution (10 ml) was added sodium hydroxide pellets (0.50 g) and the resultant mixture was heated at reflux under argon for 18 hours. The mixture was cooled, diluted with water (75 ml) and extracted with dichloromethane (5×30 ml). The combined organic extracts were washed with brine, dried (MgSO4) and evaporated to dryness. The residue was triturated with diethyl ether and the solid filtered off and dried in vacuo to afford the title compound as an off-white powder (0.29 g).

후처리

  1. temperatureat reflux under argon for 18 hours
  2. temperatureThe mixture was cooled
  3. extractionextracted with dichloromethane (5×30 ml)
  4. washThe combined organic extracts were washed with brine
  5. dry with materialdried (MgSO4)
  6. customevaporated to dryness
  7. customThe residue was triturated with diethyl ether
  8. filtrationthe solid filtered off
  9. customdried in vacuo

출처 및 근거

ORD 기록
ord-5b3a5230f34840c1bdb1304e9a1eca36
출처 데이터셋
uspto-grants-2002_05
특허 번호
US06391891B1

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