Category: 181765-85-5

Electric Literature of 181765-85-5, 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. 181765-85-5, name is Methyl 4-chloro-2-iodobenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Methyl 4-chloro-2-iodobenzoate (284 mg, 0.96 mmol) is dissolved in DMF (2 mL) then methyl 2-acetamidoacrylate (205 mg, 1 .44 mmol), tetrabutylammonium bromide (308 mg, 0.96 mmol), NaHCO3 (201 mg, 2.39 mmol) and palladium (II) acetate (1 1 mg, 0.05 mmol) are added. The reaction mixture is heated at 85-90 C for 20 h under argon atmosphere. At the begining the reaction mixture is red, but after 10 min turned to dark red. After 20 h the reaction mixture is cooled to rt and 25 mL of water are added. The heterogenous solution is filtered, washed with small portions of water and dried to give the title compound (157 mg, 69%) as a brown solid. 1H-NMR (200 MHz, DMSO-de), delta: 3.86 (s, 3H); 7.41 (s, 1 H); 7.64 (d, 8.8 Hz, 1 H); 8.05 (s, 1 H); 8.20 (d, 8.8 Hz, 1 H). LC-MS: 238 [M+H].

The synthetic route of Methyl 4-chloro-2-iodobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERZ PHARMA GMBH & CO. KGAA; ABEL, Ulrich; HANSEN, Angela; WOLTER, Falko Ernst; KRUEGER, Bjoern; KAUSS, Valerjans; ROZHKOVS, Jevgenijs; PISKUNOVA, Irena; ZVAGULIS, Artis; TRIFANOVA, Dina; GRUNSTEINE, Ginta; TURE, Anastasija; WO2013/30358; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 181765-85-5, These common heterocyclic compound, 181765-85-5, name is Methyl 4-chloro-2-iodobenzoate, its 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.

General procedure: To a solution of the corresponding benzoate (1.0 equiv) in dry THF (2.0 mL per 1.0 mmol of benzoate) under N2 atm was cooled to -40 C. Then, i-PrMgCl (2.0 equiv, 2M in THF) was added dropwise and stirred for 0.5 h at the same temperature. Afterwards CuCN.2LiCl (0.1 equiv) was added and after 5 minutes 2-chloro-3-iodo-propene (2.0 equiv) were added slowly. Then, the reaction was allowed to warm up at room temperature for 1.5 h. The reaction was quenched with saturated aqueous NH4Cl and extracted with diethyl ether. The combined organic layer was washed with brine, dried over anhydrous Na2SO4, concentrated by rotary evaporation, and purified by column chromatography to give 22a and 22b.

The synthetic route of 181765-85-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jorgensen, William L.; Anderson, Karen S.; US2015/105351; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 181765-85-5, A common heterocyclic compound, 181765-85-5, name is Methyl 4-chloro-2-iodobenzoate, molecular formula is C8H6ClIO2, its 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.

Preparation 20 Methyl 2-((tran-s,-2-((tert-butoxycarbonyl)amino)cyclopentyl)ethynyl)-4-chlorobenzoate Add diisopropylamine (0.44 mL, 3.11 mmol) to a solution of (¡À)-tert-butyl N-(trans- 2-ethynylcyclopentyl)carbamate (0.65 g, 3.11 mmol) and methyl 4-chloro-2-iodobenzoate (1.11 g, 3.73 mmol) in tetrahydrofuran (12 mL). Purge the solution with nitrogen for 5 minutes. Add copper(I) iodide (11.8 mg, 0.062 mmol) and bis(triphenylphosphine) palladium(II) chloride (43 mg, 0.062 mmol). Stir the mixture at room temperature overnight. Quench the reaction with water (50 mL) and extract with EtOAc (3 x 50 mL). Combine the organic extracts; wash with brine (50 mL); collect the organic layer; dry over MgS04; filter; collect the filtrate; and concentrate under reduced pressure. Subject the resulting crude material to silica gel flash chromatography, eluting with a gradient of 0% to 50% EtOAc in hexanes, to provide the title compound as a light yellow solid (0.57 g, 49%). ESMS (m/z) (35C1/37C1) 400/402 (M+Na)+.

The synthetic route of 181765-85-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; FISHER, Matthew Joseph; KUKLISH, Steven Lee; PARTRIDGE, Katherine Marie; YORK, Jeremy Schulenburg; (79 pag.)WO2016/69374; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 181765-85-5, name is Methyl 4-chloro-2-iodobenzoate, A new synthetic method of this compound is introduced below., Recommanded Product: 181765-85-5

Synthesized in an analogous manner to Intermediate 143a using Intermediate 033a (0.080 g, 0.195 mmol) and methyl 4-chloro-2-iodobenzoate (0.0694 g, 0.234 mmol) to yield Intermediate 145a (0.050 g, 0.110 mmol, 57% yield): LC-MS (Method A2) RT = 0.93 min, MS (ESI) m/z: 453.1 (M+H)+. 1H NMR (400MHz, CDCl3) delta 7.80 (d, 7=8.4 Hz, 1H), 7.39 (dd, 7=8.4, 2.2 Hz, 1H), 7.33 (d, 7=2.0 Hz, 1H), 7.29 – 7.24 (m, 2H), 7.21 – 7.16 (m, 2H), 4.73 (s, 2H), 3.63 (s, 3H), 2.37 – 2.29 (m, 2H), 2.06 – 1.91 (m, 6H), 1.88 – 1.77 (m, 2H), 1.65 – 1.54 (m, 2H), 1.34 (dq, 7=14.9, 7.4 Hz, 2H), 0.88 (t, 7=7.4 Hz, 3H).

The synthetic route of 181765-85-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITE DE MONTREAL; BRISTOL-MYERS SQUIBB COMPANY; PRIESTLEY, Eldon, Scott; REZNIK, Samuel, Kaye; RUEDIGER, Edward, H.; GILLARD, James, R.; HALPERN, Oz, Scott; JIANG, Wen; RICHTER, Jeremy; RUEL, Rejean; TRIPATHY, Sasmita; YANG, Wu; ZHANG, Xiaojun; (642 pag.)WO2018/5591; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com