Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | Heptane | HCID 8900 | — |
| Reactant | Prasugrel | HCID 6918456 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 44468843 | HCID 44468843 | — |
Reaction Steps
To a solution of 251 mg of prasugrel base form I in 3.75 ml acetone at room temperature (20-25° C.), a solution of 50.6 l (1.1 eq) 65% aqueous nitric acid in 1.25 ml acetone was added in portions and the resulting mixture was stirred at room temperature for about 15 minutes. After addition of 5 ml heptane at 0-5° C. (ice bath), the clear reaction mixture turned to an emulsion (clear oil drops on the bottom of the flask). A white precipitate was obtained after storage for 17 hours at about −25° C. The mixture containing the precipitate was stirred for 1 hour at 0-5° C. (ice bath), filtered off, washed with 1 ml cold acetone/heptane (1:1) and dried at 40° C./10 mbar for about 2.5 hours. White crystals (269 mg) of prasugrel nitrate were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09012641B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-fc3de8e149514d738c3f72f7b292e45e |
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| Source note | uspto-grants-2015_04 |
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