p-Toluenesulfonic acid → 3-(3-(1,2,4-Oxadiazol-3-yl)phenethoxy)-N-cyclohexyl-N-(2,2-dimethoxyethyl)propanamide

Participants

Reaction Conditions

Reaction Steps

To N-cyclohexyl-N-(2,2-dimethoxyethyl)-3-(3-(N-hydroxycarbamimidoyl)phenethoxy)propanamide [Example 11, Step i)] (530 mg) in a 10 mL microwave vial was added trimethyl orthoformate (1 mL), sealed and heated at 100° C. for 20 min. The vial was then heated to 120° C. for 3 h before the addition of p-toluenesulfonic acid (3 mg) and then heated to 120° C. for a further 60 min. Ethanol was added (30 mL) and the solvent was evaporated to afford the sub-titled compound (500 mg). MS [M+H-MeOH]+=400 (MultiMode+)

Provenance & Evidence