HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methylpiperidine → HCID 53687742, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methylpiperidine | HCID 7974 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Benzoic acid,3-chloro-5-[2-[[(1,1-dimethylethoxy)carbonyl]-4-pyridinylamino]ethoxy]- | HCID 18348849 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 53687742 | HCID 53687742 | 110.5% |
Reaction Steps
To a stirred solution of 3-[2-(tert-butoxycarbonyl-pyridin-4-yl-amino)-ethoxy]-5-chloro-benzoic acid (0.060 g) in dichloromethane (4 ml) was added DMF (0.025 ml) followed by 2M oxalyl chloride solution in dichloromethane (0.091 ml). The resultant solution was stirred at room temperature for 1 h, and then 2-methylpiperidine (0.03 g) followed by DIPEA (0.080 ml) were added. After 3 h, the solution was concentrated under reduced pressure and the residue was subjected to preparative hplc. The title compound (0.080 g) was obtained as a colourless oil by concentration of the required fraction under reduced pressure and drying by repetitive addition of acetonitrile and concentration under reduced pressure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06326386B1 |
| Source dataset | uspto-grants-2001_12 |
| ORD ID | ord-ac735782b22b4a2392a1f6d08d4cbe5b |
| Source note | uspto-grants-2001_12 |