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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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3-Bromo-1,1,1-trifluoro-2-propanone → 5-Methyl-2-[4-hydroxy-1-[4-(methylthio)phenyl]-4-(trifluoromethyl)-4.5-dihydro-1h-imidazol-2-yl]pyridine

HRID 1352980
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HRID 1352980 반응식
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:8](=[NH:18])[NH:9][C:10]2[CH:15]=[CH:14][C:13]([S:16][CH3:17])=[CH:12][CH:11]=2)=[N:6][CH:7]=1.C(=O)(O)[O-].[Na+].Br[CH2:25][C:26](=[O:31])[C:27]([F:30])([F:29])[F:28].N1C=CNC1>C(O)(C)C>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]([C:10]3[CH:15]=[CH:14][C:13]([S:16][CH3:17])=[CH:12][CH:11]=3)[CH2:25][C:26]([OH:31])([C:27]([F:30])([F:29])[F:28])[N:18]=2)=[N:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 790083-Bromo-1,1,1-trifluoro-2-propanoneHCID 516892Sodium BicarbonateHCID 52325931H-Imidazole, 2,3-dihydro-HCID 178503252HCID 178503252, 화합물

생성물 1

HCID 229980615-Methyl-2-[4-hydroxy-1-[4-(methylthio)phenyl]-4-(trifluoromethyl)-4.5-dihydro-1h-imidazol-2-yl]pyridine

시약·촉매·용매 1

HCID 3776
Isopropanol
용매

실험 절차

To a mixture of the amidine of step 2 (10 g, 52.41 mmol) and sodium bicarbonate (8.6 g, 103 mmol) in isopropanol (1200 ml), 3-bromo-1,1,1-trifluoroacetone (10 g, 52 mmol) was added. After heating at reflux for 22 hours, the reaction mixture was cooled and filtered. The residue was dissolved in methylene chloride and washed water than brine. The organic extracts were dried (MgSO4), filtered and concentrated. The crude mixture was purified by chromatography (silica gel, 100% ethyl acetate) to give. the desired dihydro-imidazole (5.1 g): Anal Calc'd. for C17H16N3SOF3: C, 55.58; H, 4.39; N, 11.44. Found: C, 55.54; H, 4.35; N, 11.20.

후처리

  1. additionwas added
  2. temperatureAfter heating
  3. temperatureat reflux for 22 hours
  4. temperaturethe reaction mixture was cooled
  5. filtrationfiltered
  6. dissolutionThe residue was dissolved in methylene chloride
  7. washwashed water than brine
  8. dry with materialThe organic extracts were dried (MgSO4)
  9. filtrationfiltered
  10. concentrationconcentrated
  11. customThe crude mixture was purified by chromatography (silica gel, 100% ethyl acetate)
  12. customto give

출처 및 근거

ORD 기록
ord-3c91683b5aee45cfb8db77e87ca2b4ac
출처 데이터셋
uspto-grants-2007_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07220770B2

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