HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-[(1-tert-butoxycarbonyl-4-piperidyl)methyl]pyridine-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Picolinic acid | HCID 1018 | — |
| Reactant | 1-Boc-4-(aminomethyl)piperidine | HCID 736817 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-[(1-tert-butoxycarbonyl-4-piperidyl)methyl]pyridine-2-carboxamide | HCID 21221065 | 36.1% |
Reaction Steps
A mixture of pyridine-2-carboxylic acid (2.7 g) and 4-(aminomethyl)-1-tert-butoxycarbonylpiperidine (5.0 g) in dry xylene (50 ml) was heated under reflux under a Dean and Stark water separator for six hours. The cooled solution was diluted with ethyl acetate (150 ml), washed with aqueous oxalic acid solution (2M; 2×100 ml) then aqueous sodium hydrogen carbonate soultion (5M; 2×100 ml) and dried over magnesium sulphate. The solvent was removed in vacuo to give N-[(1-tert-butoxycarbonyl-4-piperidyl)methyl]pyridine-2-carboxamide (2.53 g) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05935973 |
| Source dataset | uspto-grants-1999_08 |
| ORD ID | ord-d7fbf6e4e6a4460bbc655736ba322da8 |
| Source note | uspto-grants-1999_08 |