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Triethylamine → (2-Nitrophenyl){(2-oxo-4-propyl-pyrrolidin-1-yl)methyl}amine

HRID 1295818
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HRID 1295818 반응식
[NH2:1][CH2:2][N:3]1[CH2:7][CH:6]([CH2:8][CH2:9][CH3:10])[CH2:5][C:4]1=[O:11].F[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[N+:19]([O-:21])=[O:20].C(N(CC)CC)C>O1CCOCC1>[N+:19]([C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[NH:1][CH2:2][N:3]1[CH2:7][CH:6]([CH2:8][CH2:9][CH3:10])[CH2:5][C:4]1=[O:11])([O-:21])=[O:20]
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 738951-Fluoro-2-nitrobenzeneHCID 536292181-(Aminomethyl)-4-propylpyrrolidin-2-one

생성물 1

HCID 58911262(2-Nitrophenyl){(2-oxo-4-propyl-pyrrolidin-1-yl)methyl}amine

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

A mixture of 1-aminomethyl-4-propyl-pyrrolidin-2-one a27 (1 eq, 17.09 mmol, 2.67 g), 2-fluoro-nitrobenzene (1 eq, 17.09 mmol, 2.411 g, 1.802 ml) and triethylamine (1.1 eq, 18.8 mmol, 1.902 g, 2.62 ml) in dioxane (20 ml) was refluxed 48 h. After cooling, the crude mixture was filtrated and the dioxane was distilled under vacuum. The residue was purified by preparative chromatography on reverse phase to give (2-nitrophenyl){(2-oxo-4-propyl-pyrrolidin-1-yl)methyl}amine a28 (2.747 g, 58%). LC/MS (MH+): 278.

후처리

  1. temperaturewas refluxed 48 h
  2. temperatureAfter cooling
  3. filtrationthe crude mixture was filtrated
  4. distillationthe dioxane was distilled under vacuum
  5. customThe residue was purified by preparative chromatography on reverse phase

출처 및 근거

ORD 기록
ord-760ff0532f4c4af2bc86bf0c174fbcc4
출처 데이터셋
uspto-grants-2007_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07244747B2

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