Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Isopropyl 4-((methylsulfonyloxy)methyl)piperidine-1-carboxylate | HCID 57930057 | — |
| Reactant | HCID 178516739 | HCID 178516739 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57930233 | HCID 57930233 | — |
Reaction Steps
A mixture of 5-bromo-2-pyrazinol (and tautomers thereof) (0.2 g, 1.14 mmol), 1-methylethyl 4-{[(methylsulfonyl)oxy]methyl}-1-piperidinecarboxylate (prepared as in Example 131, Step 4, 0.51 g, 1.71 mmol) and K2CO3 (0.32 g, 2.29 mmol) in DMF (12 mL) was stirred at ambient temperature for 30 min, then heated at 70° C. overnight. The mixture was cooled to ambient temperature and poured into water, and then extracted with EtOAc (60 mL×2). The combined organic extract was washed with water, brine and dried over Na2SO4, filtered, and the filtrate was concentrated to give crude 1-methylethyl 4-{[(5-bromo-2-pyrazinyl)oxy]methyl}-1-piperidinecarboxylate a brown oil, which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08101634B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-45907c0fec8a4a0fb469e8304b56ab1b |
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| Source note | uspto-grants-2012_01 |
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