Rosuvastatin → Rosuvastatin

HRID 1788038Notes

Reaction equation

HRID 1788038 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:13](/[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:12]([CH:25]([CH3:27])[CH3:26])[N:11]=[C:10]([N:28]([CH3:33])[S:29]([CH3:32])(=[O:31])=[O:30])[N:9]=2)=[CH:4][CH:3]=1.O.O.[Cl-].[Ca+2:37].[Cl-]>O>[Ca:37].[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:13](/[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:12]([CH:25]([CH3:27])[CH3:26])[N:11]=[C:10]([N:28]([CH3:33])[S:29]([CH3:32])(=[O:31])=[O:30])[N:9]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 446157RosuvastatinHCID 6093260Calcium chloride, dihydrate

Product 2

HCID 446157RosuvastatinHCID 5460341Calcium

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

(E)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl](3R,5S)-3,5-dihydroxyhept-6-enoic acid TRIS salt (17.7 g) was dissolved in degassed water (120 ml) at 20° C. A solution of calcium chloride dihydrate (2.6 g) in water (25 ml) was added dropwise at about 20° C. over 20 minutes. The mixture was stirred for 60 minutes and the resultant solid filtered. The solid was washed with water (140 ml) and dried under a flow of nitrogen to give non-crystalline calcium salt of (E)-7-[4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl](3R,5S)-3,5-dihydroxyhept-6-enoic acid.

Workup

  1. filtrationthe resultant solid filtered
  2. washThe solid was washed with water (140 ml)
  3. customdried under a flow of nitrogen

Sources & evidence

ORD record
ord-b1686cf6e9244c389f3bab2653b3ce9d
Source dataset
uspto-grants-2009_03
Patent number
US07511140B2

Reaction notes

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