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HRID 131738Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/131738

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-HydroxybenzotriazoleHCID 75771—
Edukt(3,5-Dimethoxyphenyl)methanamineHCID 420973—
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—
ProduktN-(3,5-dimethoxybenzyl)-2'-methyl-5'-(5-methyl-1,3,4-oxadiazol-2-yl)-1,1'-biphenyl-4-carboxamideHCID 10181929—

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)-3ethyl carbodiimide hydrochloride (8.0 mg, 0.042 mmol) and 3,5-dimethoxybenzylamine (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 N-(3,5-dimethoxybenzyl)-2′-methyl-5′-(5-methyl-1,3,4-oxadiazol-2-yl)-1,1′-biphenyl-4-carboxamide. LCMS; retention time 3.32 min, MH+ 444.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07384963B2
Quelldatensatzuspto-grants-2008_06
ORD IDord-510d7f3f199f43e4a0a26659046a04dc
Quellennotizuspto-grants-2008_06