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Hydrazine → Tert-butyl 4-(3-(5-aminopent-1-ynyl)phenoxy)piperidine-1-carboxylate

HRID 473514
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HRID 473514 반응식
O=C1C2C(=CC=CC=2)C(=O)[N:3]1[CH2:12][CH2:13][CH2:14][C:15]#[C:16][C:17]1[CH:18]=[C:19]([CH:34]=[CH:35][CH:36]=1)[O:20][CH:21]1[CH2:26][CH2:25][N:24]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH2:23][CH2:22]1.NN>C(O)C>[NH2:3][CH2:12][CH2:13][CH2:14][C:15]#[C:16][C:17]1[CH:18]=[C:19]([CH:34]=[CH:35][CH:36]=1)[O:20][CH:21]1[CH2:22][CH2:23][N:24]([C:27]([O:29][C:30]([CH3:31])([CH3:32])[CH3:33])=[O:28])[CH2:25][CH2:26]1
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HCID 9321HydrazineHCID 67202792Tert-butyl 4-(3-(5-(1,3-dioxoisoindolin-2-yl)pent-1-ynyl)phenoxy)piperidine-1-carboxylate

생성물 1

HCID 67203672Tert-butyl 4-(3-(5-aminopent-1-ynyl)phenoxy)piperidine-1-carboxylate

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of tert-butyl 4-(3-(5-(1,3-dioxoisoindolin-2-yl)pent-1-ynyl)phenoxy)piperidine-1-carboxylate (10.65 g, 21.8 mmol) in ethanol (100 ml) was added hydrazine (2.1 g, 65.4 mmol). The resulting solution was heated under reflux for two hours, then cooled to room temperature, filtered and concentrated. The residue was dissolved in ethyl acetate (200 ml). The resulting solution was extracted with water twice, brine once, then dried over magnesium sulfate. The resulting solution was filtered and concentrated to yield tert-butyl 4-(3-(5-aminopent-1-ynyl)phenoxy)piperidine-1-carboxylate as a brown oil. MH+ 359.33

후처리

  1. temperatureThe resulting solution was heated
  2. temperatureunder reflux for two hours
  3. filtrationfiltered
  4. concentrationconcentrated
  5. dissolutionThe residue was dissolved in ethyl acetate (200 ml)
  6. extractionThe resulting solution was extracted with water twice
  7. dry with materialbrine once, then dried over magnesium sulfate
  8. filtrationThe resulting solution was filtered
  9. concentrationconcentrated

출처 및 근거

ORD 기록
ord-28b58956e10947dbbcbada693d609cdd
출처 데이터셋
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08633322B2

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