Application of 31827-94-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 31827-94-8 name is 2-Bromo-1-(4-iodophenyl)ethanone, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
This was a 2-step reaction process. To a solution of (5)-5-(tert-butoxycarbonyl)-5- azaspiro[2.4]heptane-6-carboxylic acid (1.122 kg, 4.65 mol, 1 equiv.) in anhydrous MeCN (10 L) was charged 4′-iodo bromoacetophenone (1.56 kg, 4.80 mol, 1.032 equiv.). The resulting suspension was charged DIPEA (1.215 L, 1.5 equiv.) at the ambient temperature over the period of about 15 min. Upon the completion of the DIPEA addition, the reaction was slightly exothermic (the internal temperature increased up to 25C) and the reaction mass became a clear solution. The reaction was complete within a couple of hours as indicated by HPLC (99+% conversion). It was rotavapped down, solvent swapped to EtOAc (11 L), subsequently washed with water (3 L), then sodium bicarbonate solution (3 L), and finally with brine (2 L). Upon drying over Na2S04, it was rotavapped to dryness and chased with toluene (4 L x 2) to dryness and finally charged toluene (8 L) to give a solution of the coupled intermediate in toluene (about 86% HPLC purity). ESI MS m/z (M+H)+486.13.
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-1-(4-iodophenyl)ethanone, and friends who are interested can also refer to it.
Reference:
Patent; ENANTA PHARMACEUTICALS, INC.; TANG, Datong; XU, Guoyou; PENG, Xiaowen; YING, Lu; WANG, Ce; CAO, Hui; LONG, Jiang; KIM, In, Jong; WANG, Guoqiang; QIU, Yao-ling; OR, Yat, Sun; WO2013/59281; (2013); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com