홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Hydrochloric Acid → 3-{4-[(2-Diethylaminoethyl)aminomethyl]phenyl}-1,4-dihydroindeno[1,2-c]pyrazole trihydrochloride

HRID 991012
노트
인쇄 미리보기

반응식

HRID 991012 반응식
[CH2:1]([N:3]([CH2:27][CH3:28])[CH2:4][CH2:5][NH:6][C:7](=O)[C:8]1[CH:13]=[CH:12][C:11]([C:14]2[C:15]3[CH2:25][C:24]4[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=4)[C:16]=3[NH:17][N:18]=2)=[CH:10][CH:9]=1)[CH3:2].O1CCCC1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[ClH:40]>C(O)C.O.C(OCC)(=O)C>[ClH:40].[ClH:40].[ClH:40].[CH2:27]([N:3]([CH2:1][CH3:2])[CH2:4][CH2:5][NH:6][CH2:7][C:8]1[CH:9]=[CH:10][C:11]([C:14]2[C:15]3[CH2:25][C:24]4[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=4)[C:16]=3[NH:17][N:18]=2)=[CH:12][CH:13]=1)[CH3:28]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 18415783N-(2-diethylaminoethyl)-4-(1,4-dihydroindeno[1,2-c]pyrazol-3-yl)benzamideHCID 21226445Aluminium lithium hydride

생성물 1

HCID 99563333-{4-[(2-Diethylaminoethyl)aminomethyl]phenyl}-1,4-dihydroindeno[1,2-c]pyrazole trihydrochloride

시약·촉매·용매 3

HCID 702
Ethanol
용매
HCID 962Water용매
HCID 8857Ethyl Acetate용매

실험 절차

A mixture of N-(2-diethylaminoethyl)-4-(1,4-dihydroindeno[1,2-c]pyrazol-3-yl)benzamide (2.75 g, Example 29) and dry tetrahydrofuran (100 ml) was stirred at room temperature under nitrogen and lithium aluminium hydride (3.4 g) was added portionwise. The reaction mixture was then boiled under reflux for about 2.5 hours, then cooled in an ice/water bath. Ethyl acetate (100 ml) and water (100 ml) were added. Then the organic phase was separated off, washed with brine (25 ml), dried, filtered and evaporated to give a yellow oil. The oil was purified by flash column chromatography on silica using ethyl acetate/ ethanol/ triethylamine (7:2:1) as eluant to give a pale yellow gum. The gum was dissolved in warm ethanol (5 ml), hydrochloric acid (conc, 0.6 ml) was added and the solvent then removed under reduced pressure. The gummy solid residue was boiled up with ethanol (10 ml) and cooled in ice. The precipitated solid was collected by filtration, washed with ethanol and dried to give 3-{4-[(2-diethylaminoethyl)aminomethyl]phenyl}-1,4-dihydroindeno[1,2-c]pyrazole trihydrochloride, m.p. 225° C.

후처리

  1. temperatureunder reflux for about 2.5 hours
  2. temperaturecooled in an ice/water bath
  3. customThen the organic phase was separated off
  4. washwashed with brine (25 ml)
  5. customdried
  6. filtrationfiltered
  7. customevaporated
  8. customto give a yellow oil
  9. customThe oil was purified by flash column chromatography on silica
  10. customto give a pale yellow gum
  11. customthe solvent then removed under reduced pressure
  12. temperaturecooled in ice
  13. filtrationThe precipitated solid was collected by filtration
  14. washwashed with ethanol
  15. customdried

출처 및 근거

ORD 기록
ord-c3a9fc5abe574538b86fa4ba7a8d5d1f
출처 데이터셋
uspto-grants-2002_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06462036B1

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트