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Methanol → 2-Methoxy-1-propyl-8-[1-(3-trifluoromethyl-benzyl)-1H-pyrazol-4-yl]-1,7-dihydro-purin-6-one

HRID 536027
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HRID 536027 반응식
[CH3:1][OH:2].[H-].[Na+].Cl[C:6]1[N:7]([CH2:32][CH2:33][CH3:34])[C:8](=[O:31])[C:9]2[NH:10][C:11]([C:15]3[CH:16]=[N:17][N:18]([CH2:20][C:21]4[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:30])([F:29])[F:28])[CH:22]=4)[CH:19]=3)=[N:12][C:13]=2[N:14]=1>C(OCC)(=O)C>[CH3:1][O:2][C:6]1[N:7]([CH2:32][CH2:33][CH3:34])[C:8](=[O:31])[C:9]2[NH:10][C:11]([C:15]3[CH:16]=[N:17][N:18]([CH2:20][C:21]4[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:30])([F:29])[F:28])[CH:22]=4)[CH:19]=3)=[N:12][C:13]=2[N:14]=1
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참가 물질

5

반응물 3

HCID 887MethanolHCID 24758Sodium hydrideHCID 668032942-Chloro-1-propyl-8-[1-(3-trifluoromethyl-benzyl)-1H-pyrazol-4-yl]-1,7-dihydro-purin-6-one

생성물 1

HCID 671348582-Methoxy-1-propyl-8-[1-(3-trifluoromethyl-benzyl)-1H-pyrazol-4-yl]-1,7-dihydro-purin-6-one수율 53%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

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온도
80 °C

실험 절차

To the mixture of methanol (2 ml) and NaH (45 mg, 1.1 mmol), 2-Chloro-1-propyl-8-[1-(3-trifluoromethyl-benzyl)-1H-pyrazol-4-yl]-1,7-dihydro-purin-6-one (50 mg, 0.11 mmol) was added and refluxed for 2 hours at 80° C. Reaction mixture was cooled, diluted with ethyl acetate (10 ml) and quenched with saturated NH4Cl solution. The organic layer was separated and washed with brine (2×10 ml), dried over Na2SO4, filtered and evaporated. The residue obtained was purified by preparative HPLC to obtain pure 2-Methoxy-1-propyl-8-[1-(3-trifluoromethyl-benzyl)-1H-pyrazol-4-yl]-1,7-dihydro-purin-6-one (26 mg, 53%) as an off white solid.

후처리

  1. additionwas added
  2. customReaction mixture
  3. temperaturewas cooled
  4. customquenched with saturated NH4Cl solution
  5. customThe organic layer was separated
  6. washwashed with brine (2×10 ml)
  7. dry with materialdried over Na2SO4
  8. filtrationfiltered
  9. customevaporated
  10. customThe residue obtained
  11. customwas purified by preparative HPLC

출처 및 근거

ORD 기록
ord-68e7bf5fb7cd4587a506b3fdf2062dd1
출처 데이터셋
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08859566B2

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