Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethylamine | HCID 8021 | — |
| Reactant | Atorvastatin | HCID 60823 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Diethylamine | HCID 8021 | — |
| Product | Atorvastatin diethylamine | HCID 11556397 | — |
Reaction Steps
The diethylamine salt of atorvastatin (Form A) was synthesized by preparing a stock solution of the free acid of atorvastatin (U.S. Pat. No. 5,273,995) in acetonitrile (1 g in 40 mL of ACN). A solution of diethylamine was prepared by dissolving 132.33 mg (1.0 equivalents) in acetonitrile (20 mL). The stock solution of atorvastatin free acid was added to the counterion solution with stirring. Over time, an additional 40 mL of acetonitrile was added to prevent the formation of a gel. After 5 days of stirring at ambient temperature, the solids were isolated by vacuum filtration using a Buchner funnel fitted with a paper filter (#2 Whatman). The solids were rinsed with acetonitrile (75 mL), and placed in a 25° C. oven under nitrogen to dry overnight to afford atorvastatin diethylamine Form A.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08822703B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-36de434695f84921a6b84d658f29faa3 |
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| Source note | uspto-grants-2014_09 |
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