HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1,1-Dimethylethyl 3-(methyloxy)-4-[(phenylcarbonyl)amino]-1-piperidinecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyl 4-amino-3-methoxypiperidine-1-carboxylate | HCID 53396191 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1,1-Dimethylethyl 3-(methyloxy)-4-[(phenylcarbonyl)amino]-1-piperidinecarboxylate | HCID 67988074 | — |
Reaction Steps
To a solution of 1,1-dimethylethyl 4-amino-3-(methyloxy)-1-piperidinecarboxylate D19 (2.85 g) in DCM (100 ml) was added triethylamine (5.2 ml, 37.2 mmol), and benzoyl chloride (2.2 ml, 18.6 mmol) at room temperature. The reaction mixture was stirred at room temperature for 4 hours. The resulting mixture was poured into water and extracted with DCM. The organic layer was dried over anhydrous MgSO4, concentrated in vacuo to get the desired product D20 as an oil in 4.0 g. LCMS [MH+] [email protected] and 1.61 min (isomers seen) (5 min run)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09045485B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-e0c6be3021004b64ae049f863fa630a1 |
| Source note | uspto-grants-2015_06 |