Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-(N-Boc-amino)piperidine | HCID 723833 | — |
| Reactant | 2-Chloro-5-ethylpyrimidine | HCID 3572763 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86688070 | HCID 86688070 | 42% |
Reaction Steps
To a solution of tert-butyl piperidin-4-ylcarbamate (5.0 g, 25 mmol) and DIEA (13.0 mL, 74.9 mmol) in DMF (50 mL) was added 2-chloro-5-ethylpyrimidine (4.3 g, 30 mmol). This mixture stirred at 100° C. for 18 hours in a sealed tube. The mixture was poured into water (500 mL) and extracted into EtOAc (3×100 mL). The combined organic layers were washed with brine, dried over MgSO4, filtered and concentrated in vacuo. The residue was purified over silica gel (100% EtOAc) to yield tert-butyl 1-(5-ethylpyrimidin-2-yl)piperidin-4-ylcarbamate (3.2 g, 10 mmol, 42%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08754226B2 |
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| Source dataset | uspto-grants-2014_06 |
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| ORD ID | ord-70d5f79b3efc4cdca0352d9a7c49f2c2 |
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| Source note | uspto-grants-2014_06 |
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