HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Potassium Carbonate → Tert-butyl 3-{4-[3-(acetylamino)phenyl]-1-piperidinyl}propylcarbamate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | tert-butyl N-(3-bromopropyl)carbamate | HCID 4460490 | — |
| Edukt | Acetamide, N-[3-(4-piperidinyl)phenyl]- | HCID 22048943 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | Tert-butyl 3-{4-[3-(acetylamino)phenyl]-1-piperidinyl}propylcarbamate | HCID 22049023 | 431,2% |
Reaktionsschritte
A solution of N1-[3-(4-piperidyl)phenyl]acetamide (550 mg, 0.210 mmol), tert-butyl N-(3-bromopropyl)-carbamate (550 mg, 0.230 mmol), K2CO3 (1.10 g, 0.890 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, concentrated in vacuo and the crude product was chromatographed, giving the desired product (340 mg). 1H NMR δ 8.15 (s, 1 H), 7.47-7.44 (m, 2 H), 7.22 (t, 1 H, J=7.8 Hz), 6.94 (d, 1 H, J=7.8 Hz), 5.53 (b, 1 H), 3.23 (b, 6 H), 2.80-1.60 (m, 9 H), 2.20 (s, 3 H), 1.45 (s, 9 H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06720324B2 |
| Quelldatensatz | uspto-grants-2004_04 |
| ORD ID | ord-20df3ef2162b4b60b6c9f8b40e867431 |
| Quellennotiz | uspto-grants-2004_04 |