Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | HCID 86615300 | HCID 86615300 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 58972453 | HCID 58972453 | 99% |
Reaction Steps
To a solution of 4-(5-methanesulfonyloxy-pyrimidin-2-ylamino)-piperidine-1-carboxylic acid tert-butyl ester (0.85 g, 2.3 mmol, 1.0 equiv) in ethanol (15 mL) was added 4 M HCl in dioxane (2.85 mL, 11.4 mmol, 5.0 equiv) and the mixture was warmed up to 50° C. After 16 h, the reaction mixture was cooled down to rt, then poured into ice water and the pH was adjusted to 9-10 by addition of a sat. solution of potassium carbonate. Then, this solution was extracted three times with dichloromethane/isopropanol (4:1). The combined organic layers were concentrated by evaporation under reduced pressure to yield 0.62 g (99%) of the title compound as a colorless solid. MS (ISP): 273.0 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07855194B2 |
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| Source dataset | uspto-grants-2010_12 |
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| ORD ID | ord-e27033d5ac6f46bda6d98c47ef0e3393 |
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| Source note | uspto-grants-2010_12 |
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