Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Imatinib | HCID 5291 | — |
| Reactant | Fumaric Acid | HCID 444972 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Imatinib | HCID 5291 | — |
| Product | Fumarate | HCID 5460307 | — |
Reaction Steps
(Trans)-butenedioic acid (fumaric acid; Fluka, Buchs, Switzerland; 1.16 g, 10 mmol) is added to a solution of 4-[(4-methyl-1-piperazinyl)methyl]-N-[4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]phenyl]benzamide (4.94 g, 10 mmol) in ethanol (25 mL). The mixture is heated to 90° C., treated with water (18 g) and filtered. Upon cooling, the product crystallizes and is filtered and dried to afford 4-[(4-methyl-1-piperazinyl)methyl]-N-[4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]phenyl]-benzamide, fumarate a pale-yellow crystalline solid, having the following analytical properties: Analysis found: C, 63.91; H, 5.99; N, 15.74%; H2O, 1.27%. Calculated for C33H35N7O5-0.44 H2O: C, 64.18; H, 5.86; N, 15.88%; H2O, 1.28%.
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-2307624645a84ec1a6c4bec28a5454ed |
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| Source note | uspto-grants-2013_08 |
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