A new synthetic route of Methyl 2-chloro-5-iodonicotinate

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,78686-83-6, its application will become more common.

Reference of 78686-83-6 ,Some common heterocyclic compound, 78686-83-6, molecular formula is C7H5ClINO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Step 2 Methyl 2-chloro-5-ethynylpyridine-3-carboxylate Under an atmosphere of inert gas, 20 g (67.23 mmol) of methyl 2-chloro-5-iodopyridine-3-carboxylate are stirred together with 200 ml of triethylamine, 8 g (81.45 mmol) of trimethylsilylacetylene, 3 g (15.71 mmol) of CuI, 4.3 g (16.41 mmol) of triphenylphosphine and 3.04 g (4.33 mol) of Pd(PPh3)2Cl2 at 50 C. for 12 hours. The reaction mixture is then stirred with 40 ml of methanol and 4 g (33.61 mmol) of potassium carbonate at room temperature for a further 2 hours. The solids are filtered off and the filtrate is diluted with water and extracted three times with ethyl acetate. The combined organic extracts are washed three times with saturated aqueous NaCl solution and then dried over sodium sulphate and subsequently filtered. The filtrate is concentrated under reduced pressure. The residue is chromatographed on silica gel using an ethyl acetate/cyclohexane gradient. Yield: 7.5 g (57% of theory) as a brown solid. 1H NMR (300 MHz, CDCl3, 25 C.): 8.70-8.71 (1H, d), 8.33-8.34 (1H, d), 4.68 (1H, s), 3.89 (3H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,78686-83-6, its application will become more common.

Reference:
Patent; BAYER ANIMAL HEALTH GMBH; SCHWARZ, Hans-Georg; HALLENBACH, Werner; GOeRGENS, Ulrich; ILG, Kerstin; TURBERG, Andreas; (46 pag.)US2017/112129; (2017); A1;,
Pyridine – Wikipedia,
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