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Acetonitrile → Pravastatin

HRID 891027
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HRID 891027 반응식
[OH-].[Na+].C(#N)C.[CH3:6][CH2:7][C@@H:8]([C:10]([O:12][C@@H:13]1[C@@H:18]2[C@@H:19]([CH2:24][CH2:25][C@@H:26]([OH:34])[CH2:27][C@@H:28]([OH:33])[CH2:29][C:30]([O-:32])=[O:31])[C@@H:20]([CH3:23])[CH:21]=[CH:22][C:17]2=[CH:16][C@@H:15]([OH:35])[CH2:14]1)=[O:11])[CH3:9].[Na+]>O>[CH3:6][CH2:7][C@@H:8]([C:10]([O:12][C@@H:13]1[C@@H:18]2[C@@H:19]([CH2:24][CH2:25][C@@H:26]([OH:34])[CH2:27][C@@H:28]([OH:33])[CH2:29][C:30]([OH:32])=[O:31])[C@@H:20]([CH3:23])[CH:21]=[CH:22][C:17]2=[CH:16][C@@H:15]([OH:35])[CH2:14]1)=[O:11])[CH3:9]
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참가 물질

5

반응물 3

HCID 6342AcetonitrileHCID 14798Sodium HydroxideHCID 16759173Pravastatin sodium

생성물 1

HCID 54687Pravastatin수율 92%

시약·촉매·용매 1

HCID 962Water용매

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온도
50 °C

실험 절차

The pH was raised to 8.5 by addition of 2M sodium hydroxide in water (1.2 ml) and the solution was heated to 50° C. Acetonitrile (90 ml) was added to the mixture and then the mixture was stirred at elevated temperature for one hour. The mixture was allowed to cool to 20–25° C. (“ambient temperature”), was held at ambient temperature for two hours and then cooled to 5° C. and maintained at 5° C. for 12 hours, whereupon pravastatin sodium crystallized. The crystals were then isolated by filtration and washed with acetonitrile (2×10 ml) and dried under vacuum at 50° C. X-ray diffraction analysis revealed the presence of Form A. Pravastatin Form A was obtained in 92% yield.

후처리

  1. temperatureto cool to 20–25° C. (“ambient temperature”)
  2. waitwas held at ambient temperature for two hours
  3. temperaturecooled to 5° C.
  4. customcrystallized
  5. customThe crystals were then isolated by filtration
  6. washwashed with acetonitrile (2×10 ml)
  7. customdried under vacuum at 50° C

출처 및 근거

ORD 기록
ord-0108cd5e40dc40eaa818e9ad9d74c339
출처 데이터셋
uspto-grants-2006_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07001919B2

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