HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1,2-Dichloroethane → Formate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1,2-Dichloroethane | HCID 11 | — |
| Edukt | 4-Methylmorpholine | HCID 7972 | — |
| Edukt | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Edukt | 4-Dimethylaminobutylamine | HCID 77063 | — |
| Edukt | 3-[3-(4-Cyano-phenyl)-ureidomethyl]-benzoic acid | HCID 44819545 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | Formate | HCID 283 | 1.599,4% |
| Produkt | 3-[3-(4-cyano-phenyl)-ureidomethyl]-N-(4-dimethylamino-butyl)-benzamide | HCID 25056632 | — |
Reaktionsschritte
3-[3-(4-Cyano-phenyl)-ureidomethyl]-benzoic acid (30 mg, 0.1 mmol), prepared as described in Example 1, EDC (28.8 mg, 0.15 mmol), and HOBt (17.6 mg, 0.13 mmol) were combined in a reaction vial and DMF (1 mL) then N-methylmorpholine (0.017 mL, 0.15 mmol) were added. The reaction mixture was agitated for 30 minutes, then N1,N1-dimethyl-butane-1,4-diamine (14 mg, 0.12 mmol) was added. Shaking was continued overnight. The reaction mixture was purified by preparative HPLC using an acetonitrile/water/formic acid gradient. The title compound was collected as a formate salt (36 mg, 90% yield) following evaporation of the solvent; MS analysis electrospray, 394 (M+H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08093266B2 |
| Quelldatensatz | uspto-grants-2012_01 |
| ORD ID | ord-7326217a045549729ada267576f1f18a |
| Quellennotiz | uspto-grants-2012_01 |