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Ethylenediamine → HCID 58407578, 화합물

HRID 1038404
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HRID 1038404 반응식
[O:1]1[CH2:6][CH2:5][CH2:4][O:3][CH:2]1[C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[N:12](COCC[Si](C)(C)C)[N:11]=[C:10]2[N:24]([CH2:26][CH2:27][CH2:28][O:29][CH3:30])[CH3:25].[F-].C([N+](CCCC)(CCCC)CCCC)CCC.C(N)CN>C1COCC1>[O:3]1[CH2:4][CH2:5][CH2:6][O:1][CH:2]1[C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[NH:12][N:11]=[C:10]2[N:24]([CH2:26][CH2:27][CH2:28][O:29][CH3:30])[CH3:25]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 3301EthylenediamineHCID 2724141Tetrabutylammonium Fluoride2회HCID 58407621HCID 58407621, 화합물

생성물 1

HCID 58407578HCID 58407578, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
50 °C

실험 절차

To a solution of 187 mg (0.429 mmol) 5-(1,3-dioxan-2-yl)-N-(3-methoxypropyl)-N-methyl-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-indazol-3-amine (Example 49A) in anhydrous THF (12 ml) were added 6.2 ml (6.2 mmol) tetrabutylammonium fluoride solution (1 M in THF) and ethane-1,2-diamine (145 μl). The solution was stirred at 50° C. for 3 h. After addition of further 6.2 ml tetrabutylammonium fluoride solution (1 M in THF), stirring at 50° C. was continued for 24 h. After cooling, the mixture was concentrated under reduced pressure. The residue was dissolved in ethyl acetate and washed with saturated aqueous sodium hydrogencarbonate solution and with water. The organic layer was dried with sodium sulfate, filtered and evaporated to dryness. The remaining solid (131 mg, 99% of th.) was used in the next step without further purification.

후처리

  1. stirringstirring at 50° C.
  2. waitwas continued for 24 h
  3. temperatureAfter cooling
  4. concentrationthe mixture was concentrated under reduced pressure
  5. dissolutionThe residue was dissolved in ethyl acetate
  6. washwashed with saturated aqueous sodium hydrogencarbonate solution and with water
  7. dry with materialThe organic layer was dried with sodium sulfate
  8. filtrationfiltered
  9. customevaporated to dryness
  10. customThe remaining solid (131 mg, 99% of th.) was used in the next step without further purification

출처 및 근거

ORD 기록
ord-d285ce54fc6240b1a5d84508c122ee48
출처 데이터셋
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08551989B2

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