Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Imatinib | HCID 5291 | — |
| Reactant | Methanesulfonic Acid | HCID 6395 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | Imatinib Mesylate | HCID 123596 | 88.2% |
Reaction Steps
Imatinib base (20 g; 0.0405 mole) was suspended in isopropanol (723 ml) and water (24.1 ml) was added. The suspension was cooled to −10° C. Then an isopropanolic-solution of methanesulphonic acid (3.7 g in 19.3 ml of isopropanol; 0.385 mole) was added dropwise into suspension during about 10 minutes. When dosing of methanesulphonic acid was finished the temperature was adjusted at −1° C. and the suspension was stirred about 1 hour and the mixture was placed overnight in a freezer at −28° C. Then, the crystalline product was filtered. The cake was rinsed with MTBE (20 ml) and dried by blowing nitrogen through the filter for 2 hours). Imatinib mesylate Form VIII was obtained (22.90 g; yield: 88.2%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08067421B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-823f83c77c0349ac92912d38092ee955 |
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| Source note | uspto-grants-2011_11 |
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