HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → (2E)-2-(6-Chloro-3,4-dihydrospiro[chromene-2,1'-cyclobutan]-4-ylidene)-N-[2-(cyclopentyloxy)phenyl]acetamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Edukt | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Edukt | 2-(Cyclopentyloxy)aniline | HCID 6485398 | — |
| Edukt | Ethyl (2E)-(6-chlorospiro[chromene-2,1'-cyclobutan]-4(3H)-ylidene)acetate | HCID 86652760 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | (2E)-2-(6-Chloro-3,4-dihydrospiro[chromene-2,1'-cyclobutan]-4-ylidene)-N-[2-(cyclopentyloxy)phenyl]acetamide | HCID 58237898 | — |
Reaktionsschritte
The title compound was prepared by the coupling ethyl (2E)-(6-chlorospiro[chromene-2,1′-cyclobutan]-4(3H)-ylidene)acetate (Step 2 of Intermediate 1) with 2-(cyclopentyloxy)aniline (120 mg, 0.681 mmol) (150 mg, 0.565 mmol) in presence of EDCI.HCl (163 mg, 0.851 mmol), HOBt (130 mg, 0.851 mmol) and triethylamine (157 μl, 1.134 mmol) in dichloromethane (5 ml) as described in Method A to give 95 mg of the product as a white solid; 1H NMR (300 MHz, CDCl3) δ 1.53-1.65 (m, 8H), 1.74-1.90 (m, 4H), 2.22-2.30 (m, 2H), 2.47-2.57 (m, 2H), 3.50 (s, 2H), 4.67 (br s, 1H), 6.75 (d, J=8.1 Hz, 2H), 6.85-6.96 (m, 2H), 7.04-7.10 (m, 2H), 8.32 (d, J=7.8 Hz, 1H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08492568B2 |
| Quelldatensatz | uspto-grants-2013_07 |
| ORD ID | ord-64794c33638a4227b6dc18afbc65b0bd |
| Quellennotiz | uspto-grants-2013_07 |