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HRID 131742Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/131742

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmphetamineHCID 3007—
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-(1-methyl-2-phenylethyl)-1,1'-biphenyl-4-carboxamideHCID 10136343—

Reaktionsschritte

2′-Methyl-5′-(5-methyl-1,3,4-oxadiazol-2-yl)-1,1′-biphenyl-4-carboxylic acid (1,1,3 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 1-methyl-2-phenylethylamine (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-(1-methyl-2-phenylethyl)-1,1′-biphenyl-4-carboxamide. LCMS; retention time 3.43 min, MH+ 412.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07384963B2
Quelldatensatzuspto-grants-2008_06
ORD IDord-a59fed5717304e24873de1a4497fb353
Quellennotizuspto-grants-2008_06