Acetic Acid → 4-Chloro-3,5-difluoro-2-(1-hydroxy-2-propyl)pyridine

HRID 1873ノート

反応式

HRID 1873 の反応式
[Cl:1][C:2]1[C:7]([F:8])=[CH:6][N:5]=[C:4]([CH:9]([CH3:18])[CH2:10][O:11]C2CCCCO2)[C:3]=1[F:19].O.C(O)(=O)C>C1COCC1>[Cl:1][C:2]1[C:7]([F:8])=[CH:6][N:5]=[C:4]([CH:9]([CH3:18])[CH2:10][OH:11])[C:3]=1[F:19]

参加物

5

反応物 3

HCID 176Acetic AcidHCID 962WaterHCID 540115134-Chloro-3,5-difluoro-2-(1-(2-tetrahydropyranyl)oxy-2-propyl)pyridine

生成物 1

HCID 543283394-Chloro-3,5-difluoro-2-(1-hydroxy-2-propyl)pyridine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
45 °C

実験手順

The product of Step 1 is dissolved in 200 mL of 2:1 THF:water and to this solution is added 6 mL of acetic acid. The reaction mixture is heated at 45° C. for approximately 5 hours. The THF is removed under reduced pressure and the aqueous reaction mixture is adjusted to a pH in the range of 8 to 9 with 10% sodium carbonate and is then extracted with methylene chloride. The organic layer is dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to afford the title compound.

後処理

  1. customThe THF is removed under reduced pressure
  2. extractionis then extracted with methylene chloride
  3. dry with materialThe organic layer is dried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-4f295b3d715849a297bcad06075e2348
出典データセット
uspto-grants-1998_03
特許番号
US05726182

反応ノート

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