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Water → N-[(2,4-dimethoxyphenyl)methyl]pyrimidin-2-amine

HRID 509121
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HRID 509121 반응식
Cl[C:2]1[N:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[CH3:8][O:9][C:10]1[CH:17]=[C:16]([O:18][CH3:19])[CH:15]=[CH:14][C:11]=1[CH2:12][NH2:13].C(N(CC)CC)C.O>C(O)C>[CH3:8][O:9][C:10]1[CH:17]=[C:16]([O:18][CH3:19])[CH:15]=[CH:14][C:11]=1[CH2:12][NH:13][C:2]1[N:7]=[CH:6][CH:5]=[CH:4][N:3]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 744042-ChloropyrimidineHCID 5972502,4-Dimethoxybenzylamine

생성물 1

HCID 55026262N-[(2,4-dimethoxyphenyl)methyl]pyrimidin-2-amine수율 72.7%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
120 °C

실험 절차

A mixture of 2-chloropyrimidine (1.37 g, 12 mmol), 2,4-dimethoxybenzylamine (2.61 g, 15.6 mmol) and triethylamine (2.51 mL, 18 mmol) in ethanol (8 mL) was heated in the microwave at 120° C. for 15 minutes. Water was added to the reaction mixture and the mixture extracted with dichloromethane (×3). The combined organic layers were washed with brine, dried over magnesium sulfate and concentrated in vacuo. The residue was purified using silica gel column chromatography (20-50% ethyl acetate in heptane gradient elution) to afford the title compound as a white solid (2.14 g, 72%).

후처리

  1. extractionthe mixture extracted with dichloromethane (×3)
  2. washThe combined organic layers were washed with brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified
  6. washsilica gel column chromatography (20-50% ethyl acetate in heptane gradient elution)

출처 및 근거

ORD 기록
ord-748b085a60a94878a6567eca6e3f4311
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09096558B2

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