Potassium Carbonate → HCID 178501796, compound

Participants

Reaction Conditions

Reaction Steps

To the mixture of ethyl 2-benzyl-3-hydrazinyl-2-hydroxy-3-oxopropanoate (40 mg), 3,5-dimethoxybenzonitrile (55 mg) and K2CO3 (44 mg) in 2 mL of n-butanol was heated at 160° C. for 1.5 h. The mixture was then diluted with ethyl acetate and water. The aqueous layer was washed with ethyl acetate and then acidified until pH=1. The mixture was then extracted with 30% isopropanol in chloroform. The organic layer was dried with magnesium sulfate and concentrated to give the crude acid, which was then dissolved in methanol. To the resulting solution was added TMSCHN2 (0.3 mL, 2 M in Et2O) at rt. After 30 min, the mixture was concentrated and purified by Gilson RP-HPLC (30-100% ACN/water/0.05% TFA) to give methyl 2-[5-(3,5-dimethoxyphenyl)-4H-1,2,4-triazol-3-yl]-2-hydroxy-3-phenylpropanoate as a yellow oil.

Provenance & Evidence