Application of 13421-00-6, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 13421-00-6, name is 5-Chloro-2-iodobenzoic acid belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.
To a solution of N-((4-(trifluoromethyl)cyclohexyl)methyl)propan-2-amine (250 mg, 1.07 mmol) in DMF (4 mL) was added 5-chloro-2-iodobenzoic acid (395 mg, 1.4 mmol), HATU (610 mg, 1.6 mmol) and DIEA (480 muL, 2.7 mmol). The mixture was stirred at rt for 3 h. Ethyl acetate (10 mL) and water (10 mL) were added to the mixture. After partition, the aqueous layer was extracted with ethyl acetate (2×10 mL). The combined organic layers were washed with brine, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The solvent was removed in vacuo to give the crude product which was purified by flash chromatography over silica gel (eluting with 15% EtOAc in hexanes) to afford 420 mg of 5-chloro-2-iodo-N-isopropyl-N-((4-(trifluoromethyl)cyclohexyl)methyl)benzamide as a clear oil (86% yield). LC-MS tR=1.99 min in 2 min chromatography, MS (ESI) m/z 488.2 [M+H]+.
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-Chloro-2-iodobenzoic acid, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; VITAE PHARMACEUTICALS, INC.; Claremon, David A.; Dillard, Lawrence Wayne; Dong, Chengguo; Fan, Yi; Jia, Lanqi; Lotesta, Stephen D.; Marcus, Andrew; Singh, Suresh B.; Tice, Colin M.; Yuan, Jing; Zhao, Wei; Zheng, Yajun; Zhuang, Linghang; (65 pag.)US2016/122318; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com