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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1893728Generated: October 31, 2026

Imatinib → Imatinib

https://huagongshe.com/reaction/1893728

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImatinibHCID 5291—
ReactantL-Malic AcidHCID 222656—
SolventWaterHCID 962—
ProductImatinibHCID 5291—
ProductDL-MalateHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08513256B2
Source datasetuspto-grants-2013_08
ORD IDord-758433c44ae948e281f00687d70d5bc7
Source noteuspto-grants-2013_08