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

HRID 1021231ノート

反応式

HRID 1021231 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
70 °C

実験手順

[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).

後処理

  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)

出典と根拠

ORDレコード
ord-fe25d3a2698942b98768e45f6d263fdb
出典データセット
uspto-grants-2014_05
特許番号
US08716470B2

反応ノート

読み込み中…