Preparation and application of 2-amino-6-fluoropyridine_Industrial additives

Preparation and application background and overview of 2-amino-6-fluoropyridine

2-Amino-6-fluoropyridine is an organic intermediate that can be prepared by the nucleophilic substitution reaction between 2,6-difluoropyridine and ammonia. There are reports in the literature that it can be used to prepare 2-fluoro-3,6-dihydroxypyridine. 2-Fluoro-3,6-dihydroxypyridine is a new type of fluorine-containing pyridine compound. Fluorine-containing pyridine compounds have the advantages of low dosage, low toxicity, high efficacy, and strong metabolism. Barium carbonate is widely used in synthetic antibiotics, drugs for treating cardiovascular diseases, agricultural pesticides, fungicides, and herbicides. wait.

Preparation and application of 2-amino-6-fluoropyridine

A solution of 2,6-difluoropyridine (50g, 434mmol) in ammonium hydroxide (200mL, 28.0-30.0%) was heated in a sealed steel tube at 105°C for 15 hours. The reaction was cooled in an ice bath, the precipitate was filtered, washed with cold water, and dried to obtain 2-amino-6-fluoropyridine (45.8 g, 94% yield) as a white solid. ¹H-NMR (CDCl₃): δ 7.53 (m, 1H), 6.36 (dd, 1H), 6.26 (dd, 1H), 4.56 (s, 2H ).

Preparation and application of 2-amino-6-fluoropyridine

CN201911165800.8 discloses a synthesis method of 2-fluoro-3,6-dihydroxypyridine, which belongs to the field of organic chemical synthesis. The synthesis method includes: (1) reacting compound C with dipinopinacol borate under the action of a base and a catalyst to obtain compound D; (2) reacting compound D with hydrogen peroxide to obtain the target product 2-fluoro-3, 6-Dihydroxypyridine. This method has high selectivity, mild reaction conditions, easy operation, and the obtained product has high purity. In the above synthesis process, compound C is a self-made synthetic material. The raw material 2-amino-6-fluoropyridine for nitropyridine is used, and compound C is obtained through bromination and diazotization and hydrolysis reactions. It is more economical and cost-saving than the market price. .

References

[1] From PCT Int. Appl., 2007087549, 02 Aug 2007

[2] CN201911165800.8 A synthesis method of 2-fluoro-3,6-dihydroxypyridine