181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, belongs to iodides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. category: iodides-buliding-blocks
General procedure: A two-necked 200-mL round-bottomed flask equipped with a magnetic stirring bar was charged with aryl iodide 17 (1.733 g, 5.083 mmol), CuI (20.8 mg, 0.109 mmol), and DMF (25 mL). To the solution were added Et3N (2.1 mL, 15.1 mmol), PdCl2(PPh3)2 (36.1 mg, 0.0514 mmol), and trimethylsilylacetylene (1.1 mL, 7.8 mmol). The solution was stirred for 30 h. The reaction was quenched with water, and the mixture was extracted with EtOAc three times. The combined organic extracts were washed with water and brine, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure to leave the residue, which was purified by short silica gel column chromatography (hexanes-EtOAc= 9 : 1) to afford TMS-acetylene (1.706 g, 5.49 mmol, quant.) as yellow solids; Rf=0.74 (Silica gel, hexanes-EtOAc= 3 : 1). A 100-mL round-bottomed flask equipped with a magnetic stirring bar was charged with TMS-acetylene and MeOH (10 mL). To the solution was added K2CO3 (1.4 g, 10.1 mmol) at 0 C. The solution was stirred for 10 min. The solution was concentrated under reduced pressure. The reaction mixture was filtered through a pad of Celite. The filter cake was washed with ether, and the filtrate was concentrated under reduced pressure to leave the residue, which was purified by silica gel column chromatography (hexanes-ether= 9 : 1) to afford aryl acetylene 18 (909 mg, 3.80 mmol, 75 % for 2 steps) as a pale yellow solid;
The synthetic route of 181765-86-6 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Cho, Hidetsura; Iwama, Yusuke; Okano, Kentaro; Tokuyama, Hidetoshi; Chemical and Pharmaceutical Bulletin; vol. 62; 4; (2014); p. 354 – 363;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com