Synthetic Route of 1210906-15-2, The chemical industry reduces the impact on the environment during synthesis 1210906-15-2, name is 5-Bromo-2-(trifluoromethoxy)benzonitrile, I believe this compound will play a more active role in future production and life.
Step 1A: 5-[(3R)-3-methylpiperazin-l-yll-2-(trifluoromethoxy)benzonitrile (0188) To a solution of tert-butyl (2R)-2-methylpiperazine-l-carboxylate (5.0 g, 25 mmol, 1.0 eq) and 5-bromo-2-(trifluoromethoxy)benzonitrile (3.8 mL, 25 mmol, 1 eq) in toluene (100 mL) was added sodium tert-butoxide (7.2 g, 75 mmol, 3.0 eq), racemic 2,2′-bis(diphenylphosphino)-l,l’-binaphthyl (1.6 g, 2.5 mmol, 0.10 eq), and lastly tris(dibenzylideneacetone)dipalladium(0) (2.3 g, 2.5 mmol, 0.10 eq), and the reaction mixture heated to 100 C overnight. The resulting dark reaction mixture was cooled, passed thru a pad of celite, and concentrated in vacuo. Silica gel column (80 g) was dry loaded and run using an increasing gradient of EtOAc (0-50%) in hexanes over 25 min. The chromatographed material was dissolved in dioxane (40 mL) and treated with a solution of 4M HC1 in dioxane (10 mL). The resulting thick suspension was concentrated, dissolved in MeOH, and made basic with the addition of MP-carbonate. Following removal of the resin and concentration of the filtrate, the free base of 5- [(3R)-3-methylpiperazin-l-yl]-2-(trifluoromethoxy)benzonitrile la (5.2 g, 18 mmol, 72% over two steps) was isolated as an orange oil.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5-Bromo-2-(trifluoromethoxy)benzonitrile, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; NEUROCRINE BIOSCIENCES, INC.; HARRIOTT, Nicole; PAGANO, Nicholas; (135 pag.)WO2017/79641; (2017); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts