Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Methanesulfonic Acid | HCID 6395 | — |
| Reactant | Rosiglitazone | HCID 77999 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 9911750 | HCID 9911750 | — |
Reaction Steps
Methanesulfonic acid (2.3 ml) was added to a stirred suspension of 5-[4-[2-(N-methyl-N-(2-pyridyl)amino)ethoxy]benzyl]thiazolidine-2,4-dione (12.0 g) in ethanol (100 ml) at 21° C. The reaction mixture was heated to reflux for 30 minutes then cooled to 21° C. Diethyl ether (100 ml) was added and the reaction heated to reflux for 1 hour, then cooled to 21° C. The reaction was heated to reflux, diethyl ether (50 ml) was added and stirred for 30 minutes, cooled to 21° C. over approximately 1 hour, then stirred for 16 hours at 21° C. The product was collected by filtration and dried under vacuum to afford 5-[4-[2-(N-methyl-N-(2-pyridyl)amino)ethoxy]benzyl]thiazolidine-2,4-dione methanesulfonate (14.8 g) as a white crystalline solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07291740B2 |
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| Source dataset | uspto-grants-2007_11 |
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| ORD ID | ord-506e201af8ce43c094307a615c77b7f7 |
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| Source note | uspto-grants-2007_11 |
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