Introduction of a new synthetic route about 2-Chloro-1-iodo-4-nitrobenzene

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(i) Ethyl (2-chloro-4-nitrophenyl)(methyl)phosphinate To a solution of ethyl methylphosphinate (see, for example, Chebib, M. et al., WO 2006/000043, 5 January 2006; 530 mg, 4.90 mmol) in toluene (5 ml_) were added 2-chloro-1- iodo-4-nitrobenzene (835 mg, 2.95 mmol) and DIPEA (1.5 ml_, 8.59 mmol). The mixture was degassed under vacuum and back filled with nitrogen three times. XantPhos G3 precatalyst (84 mg, 0.088 mmol) was added, and the mixture was degassed three more times. The reaction was heated at 100C (block temperature) under nitrogen for 1 h. The reaction was cooled and the solvent evaporated to give a brown gum. The resulting gum was dissolved in DCM (30 ml_), 1 M HCL (20 ml_) was added and the phases were seperated. The organic phase was dried (MgSCU) and concentrated under reduced pressure. The crude material was purified by chromatography on silica gel (12 g column, dry load, 50-100% EtOAc/isohexane, product eluted at 98%) to afford the sub-title compound (519 mg) as a brown solid. 1 H NMR (400 MHz, DMSO-d6) delta: 8.40 (dd, 1 H), 8.35 (ddd, 1 H), 8.23 (dd, 1 H), 4.00 (ddq, 1 H), 3.83 (ddq, 1 H), 1.85 (d, 3H), 1.23 (t, 3H). LCMS m/z 264 (M+H)+ (ES+)

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, 2-Chloro-1-iodo-4-nitrobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; RESPIVERT LIMITED; TOPIVERT PHARMA LIMITED; BAKER, Thomas Matthew; FYFE, Matthew Colin Thor; JONES, Geraint; THOM, Stephen Malcolm; (270 pag.)WO2016/51187; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com