HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Butyryl chloride → N-[4-(6-Chloro-3-methyl-4,10-dihydro-3H-2,3,4,9-tetraaza-benzo[f]azulene-9-carbonyl)-2-fluoro-benzyl]-butyramide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Butyryl chloride | HCID 8855 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | Tartrazine | HCID 164825 | — |
| Edukt | (4-Aminomethyl-3-fluoro-phenyl)-(6-chloro-3-methyl-4,10-dihydro-3H-2,3,4,9-tetraaza-benzo[f]azulen-9-yl)-methanone Hydrochloride | HCID 136346648 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | N-[4-(6-Chloro-3-methyl-4,10-dihydro-3H-2,3,4,9-tetraaza-benzo[f]azulene-9-carbonyl)-2-fluoro-benzyl]-butyramide | HCID 135736004 | 65% |
Reaktionsschritte
DIEA (0.135 ml, 0.78 mmol) and butyryl chloride (0.027 ml, 0.27 mmol) were added to a solution of (4-aminomethyl-3-fluoro-phenyl)-(6-chloro-3-methyl-4,10-dihydro-3H-2,3,4,9-tetraaza-benzo[f]azulen-9-yl)-methanone hydro-chloride from Example E102.2 (110 mg, 0.26 mmol) in di-chloromethane (3 ml) at room temperature. The mixture was stirred for 1 h, washed with saturated NaHCO3 then brine, dried and concentrated in vacuo. The residue was purified by preparative HPLC (eluant; 0.5% 35% ammonia:9.5% methanol:90% dichloromethane) to give a white powder identified as the title compound (77 mg, 65%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08202858B2 |
| Quelldatensatz | uspto-grants-2012_06 |
| ORD ID | ord-bf190e311c504748bb1f7aa8ee511d24 |
| Quellennotiz | uspto-grants-2012_06 |