Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Methanesulfonic Acid | HCID 6395 | — |
| Reactant | Tivozanib | HCID 9911830 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | p-Toluenesulfonic acid | HCID 6101 | — |
| Product | HCID 86603570 | HCID 86603570 | 123.8% |
Reaction Steps
N-{2-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}-N′-(5-methyl-3-isoxazolyl)urea (2.0 g) produced in Production Example was added to methanol (50 mL), methanesulfonic acid (1.3 g) was added dropwise thereto, and the mixture was stirred at room temperature for 4 hr. The resultant precipitate was collected by filtration, and the filtered product was then dried under the reduced pressure. The powder thus obtained was stirred in N,N-dimethylformamide (5 mL) at 100° C. for complete dissolution. The solution was then cooled to 5° C. and the mixture was stirred at that temperature overnight. The resultant precipitate was filtered, and the filtered product was then dried under the reduced pressure to give a form III crystal of N-{2-chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}-N′-(5-methyl-3-isoxazolyl)urea methanesulfonate (1.5 g, yield 61.0%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07166722B2 |
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| Source dataset | uspto-grants-2007_01 |
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| ORD ID | ord-a9da70410f3d4cd2817a6a03babd17ed |
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| Source note | uspto-grants-2007_01 |
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