HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → 1-(1,3-Benzoxazol-6-ylcarbonyl)-piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Bis-(1H-imidazol-2-YL)-methanone | HCID 5250894 | — |
| Reactant | 1,3-Benzoxazole-6-carboxylic acid | HCID 22245938 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(1,3-Benzoxazol-6-ylcarbonyl)-piperidine | HCID 15546143 | — |
Reaction Steps
The amide is prepared by coupling 1,3-benzoxazol-6-carboxylic acid with piperidine by activation of the acid with carbonyl diimidazole as described for the preparation of Invention Compound V. Dilution of the reaction solution with more CH2Cl2 causes the product to precipitate. Purification is achieved by chromatography on silica gel. EMIS m/z=230 (parent), 229, 146 (base), and 118. 1H NMR δ 1.55 (br m, 4), 1.70 (br, 2), 3.4 (br, 2), 3.75 (br, 2), 7.48 (dd, 1, J=8.29, 1.22 Hz), 7.62 (d, 1, J=8.44 Hz), 7.84 (d, 1, J=1.00 Hz), and 8.15 ppm (s, 1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06274600B1 |
| Source dataset | uspto-grants-2001_08 |
| ORD ID | ord-459c8add194e4f17a503d2ae2891a09d |
| Source note | uspto-grants-2001_08 |