HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 23438723, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Reactant | tert-Butyl 4-formylpiperidine-1-carboxylate | HCID 1514430 | — |
| Reactant | 3-amino-N-(5-chloropyridin-2-yl)pyridine-2-carboxamide | HCID 11557851 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | HCID 23438723 | HCID 23438723 | — |
Reaction Steps
A solution containing 1-tert-butoxycarbonylpiperidine-4-carboxaldehyde (2.00 g, 9.38 mmol), 3-amino-N-(5-chloropyridin-2-yl)pyridine-2-carboxamide (2.33 g, 9.38 mmol), and pyridinium p-toluenesulfonate (236 mg, 0.94 mmol) in benzene (100 mL) was heated at reflux with azeotropic removal of water. After 48 h, the mixture was concentrated and the residue was purified by column chromatography (SiO2: methylene chloride) yielding the title compound, which was contaminated with 3-amino-N-(5-chloropyridin-2-yl)pyridine-2-carboxamide and was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06689780B1 |
| Source dataset | uspto-grants-2004_02 |
| ORD ID | ord-59d8d17dccc74d308602deb6a853b289 |
| Source note | uspto-grants-2004_02 |