Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 67236687 | HCID 67236687 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | 2-Methyltetrahydrofuran | HCID 7301 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 71075024 | HCID 71075024 | — |
Reaction Steps
To a solution of ethyl 1-[5-(3-{[4-(trifluoromethyl)pyrimidin-2-yl]amino}phenyl)-1,3-thiazol-2-yl]piperidine-4-carboxylate (22 mg, 0.046 mmol) in tetrahydrofuran (0.5 mL) and methanol (0.5 mL) was added 1M aqueous lithium hydroxide (0.5 mL, 0.5 mmol) and the mixture was heated to 90° C. for 90 minutes. The mixture was cooled to room temperature, diluted with 2-methyltetrahydrofuran (30 mL), and, washed with 1 N aqueous hydrochloric acid (30 mL) and brine (30 mL). The aqueous layers were further extracted with 2-methyltetrahydrofuran (30 mL). The combined organic extracts were dried over sodium sulfate and concentrated in vacuo to provide 1-[5-(3-{[4-(trifluoromethyl)pyrimidin-2-yl]amino}phenyl)-1,3-thiazol-2-yl]piperidine-4-carboxylic acid as a white solid. MS APCI: [M+H]+ m/z 450.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08735417B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-5a246fe4755c410eb9bc3c8c6d909144 |
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| Source note | uspto-grants-2014_05 |
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