Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2,4-Dichloropyrimidine | HCID 77531 | — |
| Reactant | tert-butyl (3R)-3-aminopiperidine-1-carboxylate | HCID 1501974 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 71630631 | HCID 71630631 | 68.5% |
Reaction Steps
A solution of 2,4-dichloropyrimidine (2.0 g, 13.4 mmol), (R)-tert-butyl 3-aminopiperidine-1-carboxylate (2.7 g, 13.5 mmol) and NN-diisopropylethylamine (2.3 mL, 13.4 mmol) in N,N′-dimethylformamide (15 mL) was stirred and heated overnight at 90° C. After cooling to ambient temperature, water was added and the resulting mixture was extracted with ethyl acetate. The organic phase was washed with water and brine, dried (MgSO4), filtered and the solvent was evaporated under reduced pressure. The residue was purified by flash chromatography (2:1 hexanes/ethyl acetate) to give the title compound (2.87 g, 68%) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09034311B2 |
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| Source dataset | uspto-grants-2015_05 |
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| ORD ID | ord-b5afeca2a15141d0ad953241c162e4c6 |
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| Source note | uspto-grants-2015_05 |
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