HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → trans(+/-)-N,N-di-BOC-4-methoxy-1-(3-nitropyridin-4-yl)-piperidin-3-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Chloro-3-nitropyridine | HCID 2735781 | — |
| Reactant | trans(+/-)-3-(Bis(tert-butoxycarbonyl)amino)-4-methoxypiperidine | HCID 86644734 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | trans(+/-)-N,N-di-BOC-4-methoxy-1-(3-nitropyridin-4-yl)-piperidin-3-amine | HCID 86644733 | 59% |
Reaction Steps
Method 1 was followed using trans (+/−)-3-(bis(tert-butoxycarbonyl)amino)-4-methoxypiperidine (1.0 equiv.), 4-chloro-3-nitropyridine (1.2 equiv.), and DIEA (4.0 equiv.) to give trans (+/−)-N,N-di-BOC-4-methoxy-1-(3-nitropyridin-4-yl)-piperidin-3-amine after column chromatography (EtOAc and hexanes, 50%) in 59% yield for two steps. LCMS (m/z): 453.2 (MH+), LC Rt=3.24 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08829193B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-83c220e4f2da420a967603f4be933acd |
| Source note | uspto-grants-2014_09 |