HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → 5-((4-(4-Amino-3-fluorobenzoyl)piperazin-1-yl)methyl)-N-tert-butylfuran-2-carboxamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 4-Amino-3-fluorobenzoic acid | HCID 9971 | — |
| Edukt | Propylphosphonic anhydride | HCID 111923 | — |
| Edukt | N-tert-butyl-5-(piperazin-1-ylmethyl)furan-2-carboxamide | HCID 66661240 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 5-((4-(4-Amino-3-fluorobenzoyl)piperazin-1-yl)methyl)-N-tert-butylfuran-2-carboxamide | HCID 66661523 | 40,6% |
Reaktionsschritte
To a solution of 4-amino-3-fluorobenzoic acid (0.883 g, 5.69 mmol), N-tert-butyl-5-(piperazin-1-ylmethyl)furan-2-carboxamide (1.51 g, 5.69 mmol) and triethyl-amine (0.576 g, 5.69 mmol, 0.791 mL) in dichloromethane was added 1-propanephosphonic acid cyclic anhydride (3.62 g, 5.69 mmol, 3.39 mL, 50% solution in ethyl acetate). The reaction was stirred for 2 hours then concentrated under reduced pressure. The residue was taken up in ethyl acetate, washed with sodium bicarbonate, water and brine. The organic phase was concentrated under reduced pressure to give the title compound (0.93 g). MS (ESI) m/z 403.6 [M+H]+
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08759352B2 |
| Quelldatensatz | uspto-grants-2014_06 |
| ORD ID | ord-9cc62522761947f9889e7d087f48d5f3 |
| Quellennotiz | uspto-grants-2014_06 |