Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imatinib | HCID 5291 | — |
| Reactant | Cyclamate | HCID 7533 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Imatinib | HCID 5291 | — |
| Product | Sulfamate ion | HCID 177700 | — |
Reaction Steps
A solution of N-cyclohexylsulphamic acid (Fluka, Buchs, Switzerland; 732 mg, 4 mmol) in ethanol (100 mL) is added to a solution of 4-[(4-methyl-1-piperazinyl)methyl]-N-[4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]phenyl]-benzamide (1.975 g, 4 mmol) in hot ethanol (150 mL at 90° C.). The solution is evaporated to dryness under reduced pressure and the resulting residue is re-crystallized from ethanol-isopropanol. The product is filtered-off and dried to afford 4-[(4-methyl-1-piperazinyl)methyl]-N-[4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]phenyl]-benzamide, sulphamate as a crystalline solid, having the following analytical properties: Analysis found: C, 61.13; H, 6.75; N, 15.87; O, 11.80; S, 4.57%. H2O, 1.69%. Calculated for C35H44N8O4S-0.40 i-PrOH-0.70 H2O: C, 61.28; H, 6.90; N, 15.79; O, 11.50; S, 4.52%. H2O, 1.78%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08513256B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-a2a8e569c67e4608adef6355672622de |
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| Source note | uspto-grants-2013_08 |
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