Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imatinib | HCID 5291 | — |
| Reactant | L-Malic Acid | HCID 222656 | — |
| Solvent | Water | HCID 962 | — |
| Product | Imatinib | HCID 5291 | — |
| Product | DL-Malate | HCID 160434 | — |
Reaction Steps
4-[(4-Methyl-1-piperazinyl)methyl]-N-[4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]phenyl]-benzamide (4.94 g, 10 mmol) is added to a solution of (2S)-(−)-hydroxybutanedioic acid (L-(−)-malic acid; Fluka, Buchs, Switzerland; 1.34 g, 10 mmol) in water (40 mL). The mixture is heated and the resulting hot solution is filtered and evaporated to dryness under reduced pressure to give a residue which is re-crystallized from ethanol, filtered and dried to give 4-[(4-methyl-1-piperazinyl)methyl]-N-[4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]phenyl]benzamide, malate as a pale-yellow crystalline solid, having the following analytical properties: Analysis found: C, 62.88; H, 6.04; N, 15.60%; H2O, 0.45%. Calculated for C33H37N7O6-0.16 H2O: C, 62.86; H, 5.97; N, 15.55%; H2O, 0.46%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08513256B2 |
|---|
| Source dataset | uspto-grants-2013_08 |
|---|
| ORD ID | ord-758433c44ae948e281f00687d70d5bc7 |
|---|
| Source note | uspto-grants-2013_08 |
|---|