In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 74534-15-9 as follows. Application In Synthesis of 1-Chloro-2-iodo-4-nitrobenzene
The 2-chloro-5-nitro-iodobenzene (5g, 17.6 mmol) was dissolved in 5 mL DMA in an oven dried flask and a 0.5M solution of 2-pyridylzincbromide (53 mL, 26.5 mmol, 0.5 M in THF) was added. The solution was degassed with N2 for Vz hr., the PPh3 (0.185g, 0.7 mmol) and Pd(PPh3)4 (0.825g, 0.7 mmol) were added, rinsed in with several mLs THF and the solution was degassed for a further 10 min before heating to 600C under N2. The reaction was complete by TLC in ~8h, cooled to RT, and poured into a 1 :1 mixture of EtO Ac/2.5N NaOH (500 mL). This solution was stirred for 10 min, passed through a course fritted filter containing celite to remove the solid, and then extracted. The organics were washed with brine and concentrated to a brown solid. The combined aqueous layers were backextracted with Et2O (I x 200 mL). This was used to suspend the crude product, which was extracted with IN HCl (I x 200 mL, 3 x 100 mL). The combined aqueous extracts were cooled to 00C, diluted with EtOAc (250 mL), and made basic with ION NaOH (100 mL). This solution was separated, the aqueous layer extracted with EtOAc, and the combined organics were dried over Na2SO4 and charcoal with stirring. This solution was filtered through celite and concentrated to yield pure 4-chloro-3-(pyridin-2-yl)nitrobenzene (2.47g, 10.5 mmol, 60% yield) which was used in the next reaction without further purification.
According to the analysis of related databases, 74534-15-9, the application of this compound in the production field has become more and more popular.
Reference:
Patent; GENENTECH, INC.; CURIS, INC.; WO2009/126863; (2009); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com