HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 59376160, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Methylbenzoyl chloride | HCID 70276 | — |
| Reactant | ethyl (2R,3S)-2-(4-((tert-butoxycarbonyl)amino)phenyl)piperidine-3-carboxylate | HCID 59376099 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59376160 | HCID 59376160 | — |
Reaction Steps
To a 0° C. solution of the (2R,3S)-2-(4-tert-Butoxycarbonylaminophenyl)-piperidine-3-carboxylic acid ethyl ester prepared above (600 mg, 1.72 mmol) in dry CH2Cl2 (5 mL) containing Et3N (480 μL, 3.44 mmol) was added 2-methylbenzoyl chloride (266 mg, 1.72 mmol) and the mixture was stirred at room temperature for over night. The reaction mixture was then diluted with CH2Cl2 (20 mL), washed with 1 N aqueous HCl, water, and brine. The organic layer was dried (MgSO4), filtered and concentrated under reduced pressure to give (2R,3S)-2-(4-tert-Butoxycarbonylaminophenyl)-1-(2-methylbenzoyl)piperidine-3-carboxylic acid ethyl ester in quantitative yield and the crude product was used as such in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08445515B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-f229afda849a408e8514c34462db59f7 |
| Source note | uspto-grants-2013_05 |