Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Chloropropyl(diethyl)amine | HCID 66918 | — |
| Reactant | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 59442775 | HCID 59442775 | 77.5% |
Reaction Steps
3-Chloro-N,N-diethylpropan-1-amine (1.6 g) is added to a mixture of tert-butyl piperazine-1-carboxylate (2.0 g) and NEt3 (1.5 ml) in methanol (30 ml). The mixture is stirred for 6 hours at 70° C. and cooled to room temperature. The solvent is removed under reduced pressure. Satd. aqueous NaHCO3 is added to the crude product and the aqueous layer is extracted with EtOAc (3×). The combined organic layers are dried (Na2SO4) and filtered, and the solvent is removed under reduced pressure to give tert-butyl 4-(3-(diethylamino)propyl)piperazine-1-carboxylate (2.48 g). m/z(+) 300 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08653262B2 |
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| Source dataset | uspto-grants-2014_02 |
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| ORD ID | ord-06a35726d0354e64b983d6142291fd8a |
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| Source note | uspto-grants-2014_02 |
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