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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1010812Generated: October 31, 2026

Water → Imatinib Mesylate

https://huagongshe.com/reaction/1010812

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantImatinibHCID 5291—
ReactantMethanesulfonic AcidHCID 6395—
SolventIsopropanolHCID 3776—
ProductImatinib MesylateHCID 12359688.2%

Reaction Conditions

Temperature-10 °C

Reaction Steps

Imatinib base (20 g; 0.0405 mole) was suspended in isopropanol (723 ml) and water (24.1 ml) was added. The suspension was cooled to −10° C. Then an isopropanolic-solution of methanesulphonic acid (3.7 g in 19.3 ml of isopropanol; 0.385 mole) was added dropwise into suspension during about 10 minutes. When dosing of methanesulphonic acid was finished the temperature was adjusted at −1° C. and the suspension was stirred about 1 hour and the mixture was placed overnight in a freezer at −28° C. Then, the crystalline product was filtered. The cake was rinsed with MTBE (20 ml) and dried by blowing nitrogen through the filter for 2 hours). Imatinib mesylate Form VIII was obtained (22.90 g; yield: 88.2%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977348B2
Source datasetuspto-grants-2011_07
ORD IDord-751fbbd1f16b4163910c98eb8215d85f
Source noteuspto-grants-2011_07