Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Choline, hydroxide | HCID 31255 | — |
| Reactant | Vemurafenib | HCID 42611257 | — |
| Catalyst | Hexane | HCID 8058 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 131734373 | HCID 131734373 | 33% |
Reaction Steps
Vemurafenib (500 mg, 1.0 mmol) was suspended in 5 mL acetone at 35°. A solution of choline hydroxide in methanol (45%, 270 mg, 1.0 mmol) was added and the resulting mixture was stirred at 35° C. for 5 minutes. Then, the resulting clear solution was cooled to 5° C. over 30 minutes and was stirred in the opened vial overnight at room temperature. An oily residue was obtained and 2 mL ethanol was added. The mixture was sonicated (treated with ultra-sonic energy) until a clear solution was obtained. Two drops of n-hexane were added and the mixture was cooled in a refrigerator for 9 days. The obtained precipitate was filtered, washed with ethanol and dried under normal pressure at room temperature to yield 200 mg (33%) Vemurafenib choline as a white solid. (Purity: 98.4% by HPLC)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09221815B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-0f781886e70048288d0ffb0e683fbe7c |
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| Source note | uspto-grants-2015_12 |
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