Acetic Acid → Pantoprazole

HRID 492139

反応式

HRID 492139 の反応式
[F:1][CH:2]([F:25])[O:3][C:4]1[CH:24]=[CH:23][C:7]2[NH:8][C:9]([S:11][CH2:12][C:13]3[C:18]([O:19][CH3:20])=[C:17]([O:21][CH3:22])[CH:16]=[CH:15][N:14]=3)=[N:10][C:6]=2[CH:5]=1.[OH-].[Na+].[O-:28]S([O-])(=S)=O.[Na+].[Na+].C(O)(=O)C>CO.O.OO>[CH3:22][O:21][C:17]1[CH:16]=[CH:15][N:14]=[C:13]([CH2:12][S+:11]([O-:28])[C:9]2[NH:8][C:7]3[CH:23]=[CH:24][C:4]([O:3][CH:2]([F:1])[F:25])=[CH:5][C:6]=3[N:10]=2)[C:18]=1[O:19][CH3:20]

参加物

8

反応物 4

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 24477Sodium ThiosulfateHCID 9799341Pantoprazole sulfide

生成物 1

HCID 178493214Pantoprazole収率 90.2%

試薬・触媒・溶媒 3

HCID 784Hydrogen Peroxide溶媒HCID 887Methanol溶媒HCID 962Water溶媒2 回

実験手順

2 g of 5-difluoromethoxy-2-[[(3,4-dimethoxy-2-pyridinyl)methyl]thio]-1H-benzimidazole was suspended in 36 ml of methanol at room temperature, to which 1.69 g of 45% NaOH in 14 ml water was added while stirring. 0.09 g of Na2WO4·2H2O oxidation catalyst was dissolved in 0.7 g H2O2 (50% aqueous solution), and further diluted with 10 ml of water. The oxidant/catalyst solution was added to the reactant/base solution dropwise so that the addition was completed in about 30 minutes while stirring at room temperature. The reaction was continued for additional 10 minutes while stirring. 10 ml of 10% Na2S2O3 aqueous solution was then added, and the resulting mixture was subjected to a reduced pressure to remove methanol therefrom. Finally, a precipitate was formed after adding a diluted acetic acid aqueous solution to a pH value of about 8, which was filtered, water washed, and dried in vacuo to obtain Pantoprazole with a yield of about 90.2% (LC purity>95%).

後処理

  1. additionwas added
  2. additionThe oxidant/catalyst solution was added to the reactant/base solution dropwise so that the addition
  3. stirringwhile stirring at room temperature
  4. waitThe reaction was continued for additional 10 minutes
  5. stirringwhile stirring
  6. customto remove methanol
  7. customFinally, a precipitate was formed
  8. filtrationwas filtered
  9. washwater washed
  10. customdried in vacuo

出典と根拠

ORDレコード
ord-8ca174db05a3470d991e4f1f42473667
出典データセット
uspto-grants-2009_05
特許番号
US07531666B2

関連ノート

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