HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Phenylpropylamine → 2'-methyl-5'-(5-methyl-1,3,4-oxadiazol-2-yl)-N-(2-phenylpropyl)-1,1'-biphenyl-4-carboxamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-Phenylpropylamine | HCID 11398 | — |
| Edukt | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Edukt | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Edukt | 4-[2-methyl-5-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl]benzoic Acid | HCID 11220119 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 2'-methyl-5'-(5-methyl-1,3,4-oxadiazol-2-yl)-N-(2-phenylpropyl)-1,1'-biphenyl-4-carboxamide | HCID 10273049 | — |
Reaktionsschritte
2′-Methyl-5′-(5-methyl-1,3,4-oxadiazol-2-yl)-1,1′-biphenyl-4-carboxylic acid (11.3 mg, 0.034 mmol), HOBT (6.0 mg, 0.044 mmol), 1-(3-dimethylaminopropyl)-3-ethyl carbodiimide hydrochloride (8.0 mg, 0.042 mmol) and 2-phenylpropylamine (0.34 mmol) were mixed in DMF (0.7 ml) and the reaction left at room temperature for 18 h. The DMF was evaporated under vacuum and the residue partitioned between DCM (0.4 ml) and water (0.4 ml). The organic phase was washed with aqueous sodium hydroxide (0.5M, 0.2 ml) and the DCM evaporated under vacuum. The residue was purified by mass directed HPLC to give 2′-methyl-5′-(5-methyl-1,3,4-oxadiazol-2-yl)-N-(2-phenylpropyl)-1,1′-biphenyl-4-carboxamide. LCMS; retention time 3.44 min, MH+ 412.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07384963B2 |
| Quelldatensatz | uspto-grants-2008_06 |
| ORD ID | ord-fe8f967f3eb04dc68cc4ac89da599f95 |
| Quellennotiz | uspto-grants-2008_06 |