Pyridine → HCID 66779027, compound

Participants

Reaction Steps

Methyl 3-ethyl-1H-pyrazole-4-carboxylate (6.9 g) synthesized in Example 39(1) was dissolved in N,N-dimethylacetamide (150 mL), 3-ethoxyphenylboronic acid (15.0 g), copper acetate (16.4 g) and pyridine (14.5 mL) were added, and the mixture was stirred at room temperature overnight. The reaction mixture was filtered through celite, 1N hydrochloric acid (70 mL) was added to the filtrate, and the mixture was extracted with diethyl ether. The extract was washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:2, volume ratio) to give the title object compound (4.4 g, 36%) as a pale-yellow oil.

Provenance & Evidence