Ethyl Nicotinate → Diethyl [2,2'-Bipyridine]-5,5'-dicarboxylate

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Reaction Steps

Diethyl bipyridine-5,5'-dicarboxylate was prepared from catalytic dehydrogenative coupling reaction of ethyl nicotinate (Aldrich Chemical Co., 51.2 g.) in the presence of 10% Pd/C (Fluka, 15 g.) in a sealed tube at 135-140° C. for 4-7 days according to reported procedure. Subsequent recrystallization from isopropanol afforded the product as off-white needles. M.p. 148-149° C. Yield 12.1 g. (26%). Anal. Calcd for C16H16N2O4 : C, 63.99; H, 5.37; N, 9.33. Found: C, 64.04; H, 5.16; N, 9.05.

Provenance & Evidence