Analyzing the synthesis route of 3-Bromo-5-ethoxypyridine

The chemical industry reduces the impact on the environment during synthesis 17117-17-8, I believe this compound will play a more active role in future production and life.

Reference of 17117-17-8, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.17117-17-8, name is 3-Bromo-5-ethoxypyridine, molecular formula is C7H8BrNO, molecular weight is 202.05, as common compound, the synthetic route is as follows.

1-Benzyl-1,7-diazaspiro[4.4]nonane (500.0 mg, 2.4 mmol) was dissolved in dry toluene (15 mL) in a 50 mL round bottom flask equipped with a magnetic stirring bar. Nitrogen was bubbled through the solution in a slow stream. To the stirring solution was added 3-bromo-5-ethoxypyridine (513.8 mg, 2.55 mmol), potassium tert-butoxide (1039.0 mg, 9.26 mmol), rac-2,2′-bis(diphenylphosphino-1,1′-binaphthyl (86.4 mg, 0.14 mmol) and tris(dibenzylideneacetone)dipalladium(0) (63.6 mg, 0.06 mmol), while continuing to purge with nitrogen. Nitrogen flow was discontinued and the flask was sealed and heated at 90 C for 8 h. The reaction was cooled and the solvent was removed by rotary evaporation. The resulting residue was suspended in saturated aqueous sodium bicarbonate (10 mL) and extracted with chloroform (4 x 25 mL). The combined organic extracts were dried (Na2SO4), filtered, and concentrated by rotary evaporation to a thick dark mass. Purification by column chromatography, using methanol/chloroform (2:98, v/v) as the eluent, gave 0.54 g of the desired compound as a light brown viscous liquid (69 %).

The chemical industry reduces the impact on the environment during synthesis 17117-17-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; TARGACEPT, INC.; WO2004/5293; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem