Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 68688800 | HCID 68688800 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68686803 | HCID 68686803 | 60.3% |
Reaction Steps
370 mg of the methyl 3-[1-({5-cyano-4-[8-(difluoromethyl)imidazo[1,2-a]pyridin-3-yl]pyrimidin-2-yl}amino)ethyl]benzoate [100-3] was suspended in a mixture solvent of 6 mL of methanol and 6 mL of tetrahydrofuran, then 4.15 mL of 1N aqueous solution of sodium hydroxide was added, and stirred at 50° C. for 30 minutes. Under an ice-cold condition, 825 μL of 5N hydrochloric acid was added, then the reaction solution was neutralized and concentrated under reduced pressure. The obtained residue was purified by preparative reversed phase liquid chromatography, and 216 mg of 3-[1-({5-cyano-4-[8-(difluoromethyl)imidazo[1,2-a]pyridin-3-yl]pyrimidin-2-yl}amino)ethyl] benzoic acid [100-4] was obtained as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07718801B2 |
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| Source dataset | uspto-grants-2010_05 |
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| ORD ID | ord-00e7dec5a720411cb60ea19f924a9245 |
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| Source note | uspto-grants-2010_05 |
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