Some common heterocyclic compound, 19230-28-5, name is 1,3-Dichloro-2-iodobenzene, molecular formula is C6H3Cl2I, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Quality Control of 1,3-Dichloro-2-iodobenzene
General procedure: Typical procedure for the synthesis of the compounds compiled in the table below:A vial charged with a stir bar, (1 S,2S)-2-{5-[2-fluoro-5-(4,4,5,5-tetramethyl-[1 ,3,2]dioxaborolan-2-yl)-benzylamino]-pyrazin-2-yl}-cyclopropane-carboxylic acidmethyl ester (46% ee; 45 mg, 0.11 mmol, 1 .0 eq.), the coupling partner as bromide(0.11 mmol, 1.0 eq.), 1 M aqueous K3P04 solution (0.50 mmol, 4.7 eq.), and 1,4dioxane (1.5 mL) is purged with Ar for 10 mi Bis[di-tert-butyl-(4- d imethylaminophenyl)-phosph meld ichloropallad ium(I I) (PdCI2(Amphos)2 0.003 mmol, 3 mol%) is added, and the mixture is stirred at 90 00 until the starting boronic ester is completely consumed (by TLC or HPLC). After cooling to room temperature,methanol (1 mL) and 4 M aqueous NaOH solution (2.0 mmol, ca. 19 eq.) are added, and the mixture is stirred at 45 00 for 1 h. The mixture is acidified with 50% aqueous trifluoroacetic acid, filtered, and chromatographed (HPLC; acetonitrile/water/trifluoroacetic acid) to give the corresponding carboxylic acid with the same enantiomeric purity as the starting material.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 19230-28-5, its application will become more common.
Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ECKHARDT, Matthias; WAGNER, Holger; (77 pag.)WO2018/138028; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com