3-Pyridineacetic acid → Risedronate

HRID 658289

反応式

HRID 658289 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][C:8]([OH:10])=O)[CH:2]=1.[P:11]([OH:14])([OH:13])[OH:12].P(Cl)(Cl)Cl>ClC1C=CC=CC=1>[CH:5]1[CH:6]=[N:1][CH:2]=[C:3]([CH2:7][C:8]([P:11]([OH:14])([OH:13])=[O:12])([P:11]([OH:14])([OH:13])=[O:12])[OH:10])[CH:4]=1

参加物

5

反応物 3

HCID 1083-Pyridineacetic acidHCID 24387Phosphorus trichlorideHCID 107909Phosphorous acid

生成物 1

HCID 5245Risedronate収率 58.1%

試薬・触媒・溶媒 1

HCID 7964Chlorobenzene溶媒

反応条件

温度
87.5 °C

実験手順

3-Pyridine acetic acid (25 g) in 500 ml of chlorobenzene added to phosphorous acid (35.5 g). The reaction mixture was heated up to 85-90° C. To the reaction mixture phosphorous trichloride (58.97 g) was added slowly to obtain a yellowish rigid, thick mass. The reaction mass was cooled to ambient temperature. The solvent was decanted. Demineralized water (200 ml) was added to the reaction mass and refluxed azeotropically, to remove residual chlorobenzene. Filtered through hyflo bed while hot, washed with hot demineralized water. The reaction mass was cooled to 0-5° C., stirred for 1.0 hour, filtered the solid and washed to get risedronic acid (30.0 g, yield 58%) having purity of 83.98% by HPLC.

後処理

  1. customto obtain a yellowish rigid, thick mass
  2. temperatureThe reaction mass was cooled to ambient temperature
  3. customThe solvent was decanted
  4. additionDemineralized water (200 ml) was added to the reaction mass
  5. temperaturerefluxed azeotropically
  6. customto remove residual chlorobenzene
  7. filtrationFiltered through hyflo bed while hot,
  8. washwashed with hot demineralized water
  9. temperatureThe reaction mass was cooled to 0-5° C.
  10. filtrationfiltered the solid
  11. washwashed

出典と根拠

ORDレコード
ord-591d8d365cca484e912361e5db6945b7
出典データセット
uspto-grants-2011_12
特許番号
US08076483B2

関連ノート

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