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Abstract
5-Substituted picolinic acids I (R = NO2, NH2, NHAc, NHCOEt, NHOH, iodo, Br, OH, MeO, PrO, BuO; R1 = H) and 4-substituted fusaric acids I (R = Bu, R1 = NO2, MeO, EtO, Cl, NH2, NHOH, Me), selected by a random sampling procedure suitable for small series, were prepd. for future studies on the structure-activity relationships involved in the inhibition of dopamine b-hydroxylase. The known prepn. of ...
Abstract
5-Substituted picolinic acids I (R = NO2, NH2, NHAc, NHCOEt, NHOH, iodo, Br, OH, MeO, PrO, BuO; R1 = H) and 4-substituted fusaric acids I (R = Bu, R1 = NO2, MeO, EtO, Cl, NH2, NHOH, Me), selected by a random sampling procedure suitable for small series, were prepd. for future studies on the structure-activity relationships involved in the inhibition of dopamine b-hydroxylase. The known prepn. of I (R = NO2, R1 = H) via a Rosenmund-von Braun reaction with 2-bromo-5-nitropyridine was significantly improved. I (R = OH, R1 = H), easily accessible via the same method, was converted into 5-alkoxypicolinic acids by reaction with alkyl halides in DMSO in the presence of Ag2O. I (R = Bu) were prepd. via 5-butyl-2-methyl-4-nitropyridine N-oxide.
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