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

HRID 1619629
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HRID 1619629 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>C(O)C.O>[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
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참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 744042-ChloropyrimidineHCID 5972502,4-Dimethoxybenzylamine

생성물 1

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

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

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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 a Biotage Initiator™ microwave at 120° C. for 15 minutes. The reaction mixture was diluted with water and extracted with dichloromethane (×3). The combined organic layers were washed with brine, dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo. The residue was purified by 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. extractionextracted with dichloromethane (×3)
  2. washThe combined organic layers were washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by silica gel column chromatography (20-50% ethyl acetate in heptane gradient elution)

출처 및 근거

ORD 기록
ord-f77c0f0985384a008cb35189ef6c7b14
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08772293B2

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