Calcium Acetate → Pitavastatin Calcium

HRID 1295201Notes

Reaction equation

HRID 1295201 reaction equation
[CH:1]1[CH:2]=[CH:3][C:4]2[N:10]=[C:9]([CH:11]3[CH2:13][CH2:12]3)[C:8](/[CH:14]=[CH:15]/[C@@H:16]([OH:24])[CH2:17][C@@H:18]([OH:23])[CH2:19][C:20]([OH:22])=[O:21])=[C:7]([C:25]3[CH:26]=[CH:27][C:28]([F:31])=[CH:29][CH:30]=3)[C:5]=2[CH:6]=1.[Na].C([O-])(=O)C.[Ca+2:37].C([O-])(=O)C>O.C(O)C>[CH:1]1[CH:2]=[CH:3][C:4]2[N:10]=[C:9]([CH:11]3[CH2:12][CH2:13]3)[C:8](/[CH:14]=[CH:15]/[C@H:16]([CH2:17][C@H:18]([CH2:19][C:20]([O-:22])=[O:21])[OH:23])[OH:24])=[C:7]([C:25]3[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=3)[C:5]=2[CH:6]=1.[CH:1]1[CH:2]=[CH:3][C:4]2[N:10]=[C:9]([CH:11]3[CH2:12][CH2:13]3)[C:8](/[CH:14]=[CH:15]/[C@H:16]([CH2:17][C@H:18]([CH2:19][C:20]([O-:22])=[O:21])[OH:23])[OH:24])=[C:7]([C:25]3[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=3)[C:5]=2[CH:6]=1.[Ca+2:37]

Participants

5

Reactant 2

HCID 6116Calcium AcetateHCID 86600714CID 86600714

Product 1

HCID 5282451Pitavastatin Calcium

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

Pitavastatin sodium (5.22 g) prepared according to U.S. Pat. Nos. 5,011,930 A, 5,856,336 A and 5,872,130 A is dissolved in a mixture of 75 ml of water and 15 ml of ethanol and stirred at room temperature under a nitrogen atmosphere. Successively 12 ml of 1 mol/L calcium acetate in water is added drop wise thereto over 20 minutes. The reaction mixture is stirred at the ambient temperature for 3 hours, and the resulting precipitate is collected, washed with water and dried to give 4.5 g of crude pitavastatin calcium salt material.

Workup

  1. stirringThe reaction mixture is stirred at the ambient temperature for 3 hours
  2. customthe resulting precipitate is collected
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-95a37f2483684a02a5806abef24a151d
Source dataset
uspto-grants-2007_07
Patent number
US07241800B2

Reaction notes

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