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Benzylamine → [2-(5-Benzylamino-3-bromo-4-nitropyrazol-1-yl)ethyl]carbamic acid tert-butyl ester

HRID 1744173
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HRID 1744173 반응식
[C:1]([O:5][C:6](=[O:20])[NH:7][CH2:8][CH2:9][N:10]1[C:14](Br)=[C:13]([N+:16]([O-:18])=[O:17])[C:12]([Br:19])=[N:11]1)([CH3:4])([CH3:3])[CH3:2].[CH2:21]([NH2:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>CCO>[C:1]([O:5][C:6](=[O:20])[NH:7][CH2:8][CH2:9][N:10]1[C:14]([NH:28][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[C:13]([N+:16]([O-:18])=[O:17])[C:12]([Br:19])=[N:11]1)([CH3:4])([CH3:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 7504BenzylamineHCID 13007946[2-(3,5-Dibromo-4-nitropyrazol-1-yl)ethyl]carbamic acid tert-butyl ester

생성물 1

HCID 13007947[2-(5-Benzylamino-3-bromo-4-nitropyrazol-1-yl)ethyl]carbamic acid tert-butyl ester수율 67.2%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of [2-(3,5-dibromo-4-nitropyrazol-1-yl)ethyl]carbamic acid tert-butyl ester (3.5 g; 8.45 mmol), EtOH (100 ml) and benzylamine (12.9 g, 117 mmol) was heated at reflux for 1.5 h. The reaction medium was concentrated as much as possible under reduced pressure. The residue was taken up in DCM (100 ml) and the organic phase was washed with water (5×50 ml) until all excess benzylamine had been removed and was then dried over Na2SO4. The organic solvent was evaporated under reduced pressure to give the [2-(5-benzylamino-3-bromo-4-nitropyrazol-1-yl)ethyl]carbamic acid tert-butyl ester (2.5 g, 67%) in the form of a pale yellow solid.

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 1.5 h
  3. concentrationThe reaction medium was concentrated as much as possible under reduced pressure
  4. washthe organic phase was washed with water (5×50 ml) until all excess benzylamine
  5. customhad been removed
  6. dry with materialwas then dried over Na2SO4
  7. customThe organic solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-dceb461d71984d6c991b7b095820699c
출처 데이터셋
uspto-grants-2006_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07014663B2

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