Reaktion #1462428

Reaktionsgleichung

2′-Methyl-5′-(5-methyl-1,3,4-oxadiazol-2-yl)-1,1′-biphenyl-4-carboxylic acid

HOBT

1-(3-dimethylaminopropyl)-3-ethyl carbodiimide hydrochloride

2,3-dimethylcyclohexylamine

→

N-(2,3-dimethylcyclohexyl)-2′-methyl-5′-(5-methyl-1,3,4-oxadiazol-2-yl)-1,1′-biphenyl-4-carboxamide

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe DMF was evaporated under vacuum
2. 2
   Sonstigethe residue partitioned between DCM (0.4 ml) and water (0.4 ml)
3. 3
   WaschenThe organic phase was washed with aqueous sodium hydroxide (0.5M, 0.2 ml)
4. 4
   Sonstigethe DCM evaporated under vacuum
5. 5
   SonstigeThe residue was purified by mass

Vorschrift

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 2,3-dimethylcyclohexylamine (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-(2,3-dimethylcyclohexyl)-2′-methyl-5′-(5-methyl-1,3,4-oxadiazol-2-yl)-1,1′-biphenyl-4-carboxamide.

Quelle