HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Tert-butyl 3-{4-[3-(acetylamino)phenyl]-1-piperidinyl}propylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | tert-butyl N-(3-bromopropyl)carbamate | HCID 4460490 | — |
| Reactant | Acetamide, N-[3-(4-piperidinyl)phenyl]- | HCID 22048943 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | Tert-butyl 3-{4-[3-(acetylamino)phenyl]-1-piperidinyl}propylcarbamate | HCID 22049023 | 43.1% |
Reaction Steps
A mixture of N-[3-(4-piperidyl)phenyl]acetamide (550 mg, 2.1 mmol), tert-butyl 3-bromopropylcarbamate (550 mg, 2.3 mmol), K2CO3 (1.10 g, 8.9 mmol), diisopropylethyl amine (1.50 mL) and a few crystals of KI in dioxane (20 mL) was heated at reflux temperature for 2 days. The precipitated salts were removed by filtration, the filtrate was concentrated in vacuo and the crude product was chromatographed on silica to give the desired product (340 mg; 43%): ESMS m/e: 376.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07199135B2 |
| Source dataset | uspto-grants-2007_04 |
| ORD ID | ord-b7ccb9d402e441a3b0e6c73cee3131b0 |
| Source note | uspto-grants-2007_04 |