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6-Iodo-5-Methoxy-pyridine-2-carboxylic acid synthesis

3synthesis methods
-

Yield:-

Reaction Conditions:

in methanol;potassium permanganate;water;

Steps:

16.B 5-{2-(2-Carboxyethyl)-3-[6-(4-methoxyphenyl)-(5E)-5-hexenyloxy]-6-pyridyl}-5-oxopentanoic acid

B. A solution of 22 g of 2-iodo-3-methoxy-6-methylpyridine in 880 ml of water is mixed at 70° C. for 5 hours in portions with 70 g of potassium permanganate. Then, the reaction mixture is stirred for 16 hours at 80°-90° C., hot-filtered, the filter residue is washed with a hot mixture of methanol/water=1/l, the filtrate is concentrated by evaporation to a half, shaken out with ethyl acetate, and the water phase is acidified to pH 2 with 2n hydrochloric acid. The crystallizate is suctioned off and dried in a vacuum. 11.5 g of 2-iodo-3-methoxy-pyridine-6-carboxylic acid of melting point 213°-216° C. is obtained. IR(CHCl3): 3330 (broad), 3030, 3005, 2970, 1760, 1560, 1460, 1420, 1377, 1355, 1260, 1121, 1065, 1010, 925, 843 cm-1.

References:

US5624943,1997,A