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Triethylamine → 5-Chloro-4-{2-[4-(2-ethoxyethyl)-2-methylphenoxy]ethylamino}-6-methylpyrimidine

HRID 231109
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HRID 231109 반응식
Cl[C:2]1[C:7]([Cl:8])=[C:6]([CH3:9])[N:5]=[CH:4][N:3]=1.C(N(CC)CC)C.[CH2:17]([O:19][CH2:20][CH2:21][C:22]1[CH:31]=[CH:30][C:25]([O:26][CH2:27][CH2:28][NH2:29])=[C:24]([CH3:32])[CH:23]=1)[CH3:18]>C1(C)C=CC=CC=1>[Cl:8][C:7]1[C:2]([NH:29][CH2:28][CH2:27][O:26][C:25]2[CH:30]=[CH:31][C:22]([CH2:21][CH2:20][O:19][CH2:17][CH3:18])=[CH:23][C:24]=2[CH3:32])=[N:3][CH:4]=[N:5][C:6]=1[CH3:9]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 117895374,5-Dichloro-6-methylpyrimidineHCID 139099682-[4-(2-Ethoxyethyl)-2-methylphenoxy]ethan-1-amine

생성물 1

HCID 139099695-Chloro-4-{2-[4-(2-ethoxyethyl)-2-methylphenoxy]ethylamino}-6-methylpyrimidine수율 75.7%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

1.6 g of 4,5-dichloro-6-methylpyrimidine was dissolved in 50 ml of toluene. 1.0 g of triethylamine and 2.2 g of 2-[4-(2-ethoxyethyl)-2-methylphenoxy]ethylamine were added to the solution, and the reaction mixture was heated under reflux for 5 hours, whilst stirring. At the end of this time, the reaction mixture was washed with water and dried over anhydrous sodium sulfate. The toluene was removed by distillation under reduced pressure, and the oily product thus obtained was subjected to column chromatography (Wakogel C-200, eluted with a 2:1 by volume mixture of toluene and ethyl acetate) to isolate the product. The crystals thus obtained were recrystallized from hexane to afford 2.6 g of the title compound as colorless needles melting at 57°-58° C.

후처리

  1. temperaturethe reaction mixture was heated
  2. temperatureunder reflux for 5 hours
  3. washAt the end of this time, the reaction mixture was washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe toluene was removed by distillation under reduced pressure
  6. customthe oily product thus obtained
  7. washeluted with a 2:1 by volume mixture of toluene and ethyl acetate)
  8. customto isolate the product
  9. customThe crystals thus obtained
  10. customwere recrystallized from hexane

출처 및 근거

ORD 기록
ord-d5080429a674458f80aad22769907d15
출처 데이터셋
uspto-grants-1989_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04845097

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