HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Piperidinecarboxamide → 1-(3,5-Dichloropyridin-4-yl)piperidine-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Piperidinecarboxamide | HCID 3772 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3,4,5-Trichloropyridine | HCID 3786531 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 1-(3,5-Dichloropyridin-4-yl)piperidine-4-carboxamide | HCID 2811640 | 83% |
Reaction Steps
General procedure C (See Example 1) was followed using isonipecotamide (380 mg, 3.0 mmol), 3,4,5-trichloropyridine (600 mg, 3.3 mmol), triethylamine (0.84 mL, 6.0 mmol) and NMP (18 mL). The crude product was purified by flash column chromatography on silica gel (CH2Cl2/EtOH, 95:5-91:9) to furnish the title compound as a white solid (0.676 g, 83%); LC-MS (ESI, 4 min) Rt 1.46 min, m/z 274 (100%, [M+H]+); m/z (ESI) C11H13N3OCl2 requires 273.0436, found [M+H]+ 273.0446.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08778925B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-68afb7e7bfb040e1b8f1c70a59e94649 |
| Source note | uspto-grants-2014_07 |