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Ethanol → 4,6-Dimethoxy-2-(4-trifluoromethyl-thiazol-2-yl)-pyrimidin-4-ol

HRID 388709
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HRID 388709 반응식
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([C:11](=[S:13])[NH2:12])[N:4]=1.Br[CH2:15][C:16](=O)[C:17]([F:20])([F:19])[F:18].CC[OH:24]>>[CH3:10][O:9][C:7]1([OH:24])[CH:8]=[C:3]([O:2][CH3:1])[N:4]=[C:5]([C:11]2[S:13][CH:15]=[C:16]([C:17]([F:20])([F:19])[F:18])[N:12]=2)[NH:6]1
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참가 물질

4

반응물 3

HCID 702EthanolHCID 790083-Bromo-1,1,1-trifluoro-2-propanoneHCID 582827014,6-Dimethoxy-pyrimidin-2-carbothioic acid amide

생성물 1

HCID 1784935964,6-Dimethoxy-2-(4-trifluoromethyl-thiazol-2-yl)-pyrimidin-4-ol수율 12%

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온도
90 °C

실험 절차

To a solution of compound 287 (14 g, 1 eq.) in EtOH (140 mL) was added 3-bromo-1,1,1-trifluoroacetone (8.8 mL, 1.2 eq.). The mixture was stirred at 90° C. for 16 hrs and concentrated in vacuo. DCM (20 mL) and water (20 mL) were added. Organics were dried over Na2SO4, filtered, concentrated under reduced pressure, and flushed on a silica gel column with 5% MeOH/DCM to yield compound 288 as a beige compound in 12% yield. MS (ESI, EI+): m/z=292 (MH+).

후처리

  1. concentrationconcentrated in vacuo
  2. additionDCM (20 mL) and water (20 mL) were added
  3. dry with materialOrganics were dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customflushed on a silica gel column with 5% MeOH/DCM

출처 및 근거

ORD 기록
ord-d2ec7990f43740a2ac0bb8d158bc1ee1
출처 데이터셋
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08377962B2

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