Ethylamine → 5-Ethylcarbamoyl-4'-methyl-biphenyl-3-carboxylic acid methyl ester

Participants

Reaction Steps

A 20 mL of vial was charged with 5-iodo-4′-methyl-biphenyl-3-carboxylic acid methyl ester (500 mg, 1.42 mmol), Pd(OAc)2 (9.6 mg, 0.043 mmol), Mo(CO)6 (413.5 mg, 1.566 mmol), ethylamine (2.0 M in MeOH, 1.068 mL, 2.136 mmol), DBU (426 uL, 2.848 mmol) and dry THF (10 mL). The vial was immediately capped with a Teflon septum under air and irradiated with microwaves to 100° C. for 15 minutes. After cooling, the reaction mixture was filtered through a short celite pad and the solvent, and excess DBU was removed under reduced pressure. The residue was purified by preparative HPLC to afford 210 mg of 5-ethylcarbamoyl-4′-methyl-biphenyl-3-carboxylic acid methyl ester (yield 50%). MS (M+H)=298.

Provenance & Evidence