HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Piperidinecarboxylic acid → HCID 58270689, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Piperidinecarboxylic acid | HCID 3773 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 2-Methyl-5-hydroxypyridine | HCID 14275 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 58270689 | HCID 58270689 | 81.6% |
Reaction Steps
To a mixture of 6-methylpyridin-3-ol (1.8 g), CDI (2.64 g), and DMSO (18 mL) were added dropwise isonipecotic acid (4.2 g), and a mixture of DMSO (18 mL) and trifluoroacetic acid (2.5 mL), followed by stirring at room temperature for 1 day. To the reaction liquid were added saturated brine and chloroform, and the organic phase was separated. The organic phase was washed with saturated brine twice and then dried over anhydrous sodium sulfate, and the solvent was concentrated under reduced pressure. To the residue was added diisopropyl ether/methanol, and the resulting solid was collected by filtration and dried to obtain 1-{[(6-methylpyridin-3-yl)oxy]carbonyl}piperidine-4-carboxylic acid (3.51 g) as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08207199B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-3e94052690c6495eb032e4efa4225ad6 |
| Source note | uspto-grants-2012_06 |