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HRID 131748Erstellt: 25. Oktober 2026

2-Phenylpropylamine → 2'-methyl-5'-(5-methyl-1,3,4-oxadiazol-2-yl)-N-(2-phenylpropyl)-1,1'-biphenyl-4-carboxamide

https://huagongshe.com/reaction/131748

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-PhenylpropylamineHCID 11398—
Edukt1-HydroxybenzotriazoleHCID 75771—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Edukt4-[2-methyl-5-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl]benzoic AcidHCID 11220119—
LösungsmittelDimethylformamideHCID 6228—
Produkt2'-methyl-5'-(5-methyl-1,3,4-oxadiazol-2-yl)-N-(2-phenylpropyl)-1,1'-biphenyl-4-carboxamideHCID 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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07384963B2
Quelldatensatzuspto-grants-2008_06
ORD IDord-fe8f967f3eb04dc68cc4ac89da599f95
Quellennotizuspto-grants-2008_06