Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Amino-1-Boc-piperidine | HCID 1268291 | — |
| Reactant | 1-Chloro-2,5-difluoro-4-nitrobenzene | HCID 15751483 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59850148 | HCID 59850148 | — |
Reaction Steps
1-Chloro-2,5-difluoro-4-nitrobenzene (D1) (1.18 mmol, 228 mg) was dissolved in dry dimethylformamide (2 ml) and diisopropylethylamine (1 eq., 1.18 mmol, 0.209 ml), 1,1-dimethylethyl 4-amino-1-piperidinecarboxylate (1 eq., 1.18 mmol, 236 mg) were added at room temperature and the mixture was stirred at 50° C. overnight. The crude mixture was then cooled to room temperature and water (150 ml) was added; the aqueous solution was extracted with ethyl acetate (2×); organics were alternatively washed with brine and water (2×). The organics were combined dried over Na2SO4, filtered and the solvent was evaporated to afford the title compound, 340 mg, 80%, bright orange solid, M+−H=372.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08288412B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-ca7c927711fa40988347d847bb340a01 |
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| Source note | uspto-grants-2012_10 |
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