Potassium Carbonate → {3-[2-(4-Methoxypiperidin-1-yl)pyrimidin-5-yl]phenyl}methanol

HRID 1021231노트

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HRID 1021231 반응식
Cl[C:2]1[N:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([CH2:14][OH:15])[CH:11]=[CH:12][CH:13]=2)=[CH:4][N:3]=1.Cl.[CH3:17][O:18][CH:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH3:17][O:18][CH:19]1[CH2:24][CH2:23][N:22]([C:2]2[N:7]=[CH:6][C:5]([C:8]3[CH:9]=[C:10]([CH2:14][OH:15])[CH:11]=[CH:12][CH:13]=3)=[CH:4][N:3]=2)[CH2:21][CH2:20]1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 115428134-Methoxypiperidine hydrochlorideHCID 86686208[3-(2-Chloropyrimidin-5-yl)phenyl]methanol

생성물 1

HCID 68309818{3-[2-(4-Methoxypiperidin-1-yl)pyrimidin-5-yl]phenyl}methanol수율 91.8%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
70 °C

실험 절차

[3-(2-Chloropyrimidin-5-yl)phenyl]methanol (200 mg) was mixed with DMF (4 ml), and 4-methoxypiperidine hydrochloride (180 mg) and potassium carbonate (500 mg) were added thereto, followed by stirring at 70° C. for 5 hours. The reaction mixture was concentrated under reduced pressure, and CHCl3 and a saturated aqueous sodium hydrogen carbonate solution were then added thereto. The organic layer was dried over Na2SO4 and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/EtOAc) to obtain {3-[2-(4-methoxypiperidin-1-yl)pyrimidin-5-yl]phenyl}methanol (249 mg).

후처리

  1. additionwere added
  2. concentrationThe reaction mixture was concentrated under reduced pressure, and CHCl3
  3. additiona saturated aqueous sodium hydrogen carbonate solution were then added
  4. dry with materialThe organic layer was dried over Na2SO4
  5. concentrationconcentrated under reduced pressure
  6. customThe obtained residue was purified by silica gel column chromatography (hexane/EtOAc)

출처 및 근거

ORD 기록
ord-fe25d3a2698942b98768e45f6d263fdb
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08716470B2

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