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Acetic Acid → N-benzyl-2-(pyrimidin-2-yl)ethanamine

HRID 2190320
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HRID 2190320 반응식
[CH:1]([C:3]1[N:8]=[CH:7][CH:6]=[CH:5][N:4]=1)=[CH2:2].CC(O)=O.[CH2:13]([NH2:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>CCO>[CH2:13]([NH:20][CH2:2][CH2:1][C:3]1[N:8]=[CH:7][CH:6]=[CH:5][N:4]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1
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참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 7504BenzylamineHCID 101250522-Ethenylpyrimidine

생성물 1

HCID 68724585N-benzyl-2-(pyrimidin-2-yl)ethanamine

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of 2-vinylpyrimidine (1.55 g, 14.6 mmol) in EtOH (15 mL) at room temperature was added AcOH (2.0 mL) and benzylamine (3.14 g, 29.3 mmol) (3.2 mL). The reaction mixture was heated to reflux for 18 h, and concentrated. Diluted with EtOAc, washed with 5 M NaOH (1×), brine (1×), dried over MgSO4, filtered, and concentrated. Purification by flash column chromatography on silica gel (eluted with 2% to 10% MeOH in DCM) gave N-benzyl-2-(pyrimidin-2-yl)ethanamine.

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 18 h
  3. concentrationconcentrated
  4. additionDiluted with EtOAc
  5. washwashed with 5 M NaOH (1×), brine (1×)
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated
  9. customPurification by flash column chromatography on silica gel (eluted with 2% to 10% MeOH in DCM)

출처 및 근거

ORD 기록
ord-0d326be835d64035bb0f0b90796b21bf
출처 데이터셋
uspto-grants-2012_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08324396B2

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