HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → Benzyl [(3S)-1-(3-nitropyridin-4-yl)piperidin-3-yl]carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Benzyl (3S)-piperidin-3-ylcarbamate | HCID 1514175 | — |
| Reactant | 4-Chloro-3-nitropyridine | HCID 2735781 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | Benzyl [(3S)-1-(3-nitropyridin-4-yl)piperidin-3-yl]carbamate | HCID 86726855 | 96% |
Reaction Steps
To a 20 mL microwave vial containing 4-chloro-3-nitropyridine (Aldrich, 1.373 g, 8.660 mmol) and benzyl (3S)-piperidin-3-ylcarbamate (MolBridge, 2.077 g, 8.865 mmol), 1-butanol (10.0 mL) was added followed by DIPEA (1.836 g, 14.20 mmol). The mixture was irradiated with microwaves at 130° C. for 1 h. The mixture was then concentrated under reduced pressure, and the resulting residue was purified by flash chromatography on silica gel (0-30% MeOH in DCM) to give the sub-title compound as a yellow solid (2.96 g, 96%). LCMS calc. for C18H21N4O4 (M+H)+: m/z=357.2. found 357.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09278950B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-ae04b6b259954c30bd00bf7d1498f319 |
| Source note | uspto-grants-2016_03 |