Acetic Acid → Pantoprazole

HRID 492139

반응식

HRID 492139 반응식
[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]

참가 물질

8

반응물 4

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

생성물 1

HCID 178493214Pantoprazole수율 90.2%

시약·촉매·용매 3

HCID 784Hydrogen Peroxide용매HCID 887Methanol용매HCID 962Water용매2회

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-8ca174db05a3470d991e4f1f42473667
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07531666B2

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