Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imatinib | HCID 5291 | — |
| Reactant | Vanillic Acid | HCID 8468 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Imatinib | HCID 5291 | — |
| Product | HCID 178492743 | HCID 178492743 | — |
Reaction Steps
A solution of 4-hydroxy-3-methoxybenzoic acid (vanillic acid; Fluka, Buchs, Switzerland; 694 mg, 4 mmol) in ethanol (50 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-acetone. 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, vanillate as a crystalline solid, having the following analytical properties: Analysis found: C, 66.61; H, 6.18; N, 14.74; 0, 12.86%. H2O, 0.84%. Calculated for C37H39N7O5-0.31 H2O: C, 66.59; H, 5.98; N, 14.69; O, 12.73%. H2O, 0.84%.
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-84789921a9214217a8e5871571e2c809 |
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| Source note | uspto-grants-2013_08 |
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