Category: iodides-buliding-blocks

6940-76-7, name is 1-Chloro-3-iodopropane, 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. Application In Synthesis of 1-Chloro-3-iodopropane

To a solution of (2,6-dimethyl-phenyl)-(hexahydro-pyrrolo[3,4-c]pyrrol-2- yl) -methanone (111, 964 mg, 3.95 mmol) in DMF (7 mL) was added 1-chloro-3-iodo- propane (0.6 mL, 5.58 mmol) and Cs2CO3 (1.7 g, 5.21 mol) The mixture was stirred overnight at RT. Water was added to the mixture and the resulting solution was extracted with EtOAc. The organic layer was dried (Na2S04) and concentrated. The crude product was purified by flash column chromatography on silica gel eluting with a DCM: MeOH: NH40H gradient (99: 0.7:0.07 to 96: 3.5:0.35 over 50 min. ) to afford 0.828 g (65%) of 113: ms (LCMS) m/z 321 (M + H).

The synthetic route of 6940-76-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2005/121145; (2005); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 628-21-7, name is 1,4-Diiodobutane, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 628-21-7, Computed Properties of C4H8I2

To a solution of 5-(3,4,5-trimethoxyphenyl)-l-((2- (trimethylsilyl)ethoxy)-methyl)-lH-pyrrolo[2,3-^]pyridin-2(3H)-one (Compound BN, 43 mg, 0.10 mmol) in DMF (2 mL) was added cesium carbonate (0.17 g, 0.50 mmol) and 1,4-diiodobutane (13 muL, 0.10 mmol). The resulting solution was stirred for 4 hr at room temperature, after which it was partitioned between EtOAc and H2O. The organic layer was separated, dried over MgSO4, filtered, and concentrated in vacuo. The residue was dissolved in 6 N HCl (10 mL) and MeOH (5 mL), and the resulting mixture was stirred at room temperature overnight, after which it was partitioned between EtOAc and H2O. The organic layer was concentrated in vacuo, and the residue was dissolved in EtOH (2 mL). Potassium acetate (100 mg) was then added, and the reaction was stirred for 2 hr. The resulting solution was purified via preparatory HPLC to give the title compound (18 mg, 51%). 1H NMR (CDCl3, 300 MHz): delta 9.53 (s, IH), 8.32 (d, / = 2.1 Hz, IH), 7.56 (s, IH), 6.69 (s, 2H), 3.95 (s, 6H), 3.90 (s, 3H), 2.28 (m, 2H), 2.24 (m, 2H), 1.97 (m, 4H). HPLC retention time: 2.00 minutes; MS ESI (m/z): 355.4 (M+l) +, calc. 354.

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, 1,4-Diiodobutane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSITY OF ROCHESTER; GELBARD, Harris, A.; DEWHURST, Stephen; GOODFELLOW, Val, S.; WIEMANN, Torsten; WO2010/68483; (2010); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 13421-00-6, These common heterocyclic compound, 13421-00-6, name is 5-Chloro-2-iodobenzoic acid, 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.

A solution of 5-chloro-2-iodobenzoic acid (3.0 g, 10.62 mmol), SOC12 (12 mL) and DMF (0.6 mL) was gently warmed with a heat gun until the mixture becamehomogeneous (15 mm). The solution was maintained at 23C for additional 30 mm and then the solution was concentrated. MeOH (24 mL) was added to the crude residue and the solution was maintained at 23C for 30 mm. The solution was concentrated and the residue was purified by flash chromatography on Biotage silica gel cartridge (cyclohexane to cyclohexane : EtOAc = 85 : 15) to afford methyl 5-chloro-2-iodobenzoate (3.02 g, 10.20 mmol, 96%).UPLC-MS: 1.17 mm, 296.6 [M+H]+, method 12.

Statistics shows that 5-Chloro-2-iodobenzoic acid is playing an increasingly important role. we look forward to future research findings about 13421-00-6.

Reference:
Patent; CHIESI FARMACEUTICI S.P.A.; BIAGETTI, Matteo; CAPELLI, Anna Maria; ACCETTA, Alessandro; CARZANIGA, Laura; WO2015/91685; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 19094-56-5, name: 2-Chloro-5-iodobenzoic acid

A 2 L three-necked round bottom flask with mechanical stirrer, rubber septum with temperature probe and pressure-equalized addition funnel with gas bubbler was charged with 2-chloro-5-iodobenzoic acid (199.41 g, 0.706 mol), dichloromethane (1.2 L, KF=0.003 wt % water) and the suspension was set stirring at ambient temperature. Then N,N-dimethylformamide (0.6 mL, 1.1 mol %) was added followed by oxalyl chloride (63 mL, 0.722 mol, 1.02 equiv) which was added over 11 min. The reaction was allowed to stir at ambient overnight and became a solution. After 18.75 hours, additional oxalyl chloride (6 mL, 0.069 mol, 0.10 equiv) was added to consume unreacted starting material. After 2 hours, the reaction mixture was concentrated in vacuo to afford crude 2-chloro-5-iodobenzoyl chloride as a pale yellow foam which will be carried forward to the next step

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; De Paul, Susan Margaret; Perlberg, Anett; Zhao, Matthew Mangzhu; US2010/16422; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

54811-38-0, name is 5-Iodo-2-methylbenzoic acid, 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. Safety of 5-Iodo-2-methylbenzoic acid

To a solution of compound 6 (40.0 g, 0.153 mol) in MeOH (400 mL) was added dropwise a freshly prepared solution of SOCI2 (22 mL, 0.305 mol) in MeOH (400 mL) at O0C. The mixture was heated to reflux for 4 hours. TLC (petroleum ether: ethyl acetate = 10:1) showed the reaction was complete, then the mixture was concentrated in vacuo. The residue was desolved in ethyl acetate (800 mL) and washed with water (200 mLx2), saturated aqueous sodium carbonate (200 mLx2) and brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give compound 7 as a yellow solid. 1H NMR (300 MHz, CDCI3): delta 8.21 (S, 1 H), 7.67-7.70 (dd, J = 9.0 Hz, 1 H), 6.97-6.99 (d, J = 6.0 Hz, 1 H), 3.88 (s, 3H), 2.53 (s, 3H).

The synthetic route of 54811-38-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; WO2006/117669; (2006); 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. 20776-54-9, name is 2-Amino-4-iodobenzoic acid, A new synthetic method of this compound is introduced below., name: 2-Amino-4-iodobenzoic acid

Following the procedures described in Scheme 8, step 1 , compound 17 was prepared similarly. LC-MS: m/e = 303 [M+H]+.

The synthetic route of 20776-54-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ANGEX PHARMACEUTICAL, INC.; WU, Wen-Lian; YANG, Zhiqiang; LEE, Francis; TAN, John Qiang; (76 pag.)WO2019/112719; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 25309-64-2,Some common heterocyclic compound, 25309-64-2, name is 1-Ethyl-4-iodobenzene, molecular formula is C8H9I, 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 the mixture of [RuCl2(p-cymene)]2 (0.05 equiv), K2CO3 (2 equiv), 1a (1 equiv), 2a (1.5 equiv) and 3 mL NMP were added successively. The mixture was stirred at 120 C for 18 h. The solution was extracted with ethyl acetate (3 x 15 mL), and the combined extract was dried with anhydrous MgSO4. Solvent was removed, and the residue was separated by column chromatography to give the pure sample 3a.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Ethyl-4-iodobenzene, its application will become more common.

Reference:
Article; Cao, Hua; Zhan, Haiying; Shen, Dongsheng; Zhao, Hong; Liu, Yi; Journal of Organometallic Chemistry; vol. 696; 19; (2011); p. 3086 – 3090;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 852569-38-1, A common heterocyclic compound, 852569-38-1, name is 5-Chloro-4-fluoro-2-iodoaniline, molecular formula is C6H4ClFIN, 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.

Step 6.3. N-(5-chloro-4-fluoro-2-iodophenyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole-4-carboxamide Potassium t-butoxide (12.52 g, 111.6 mmol) is added at room temperature to a solution of 5-chloro-4-fluoro-2-iodoaniline (5.0 g, 22.3 mmol) in 250 mL of anhydrous THF under nitrogen. After stirring for 15 minutes, a solution of 1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole-4-carboxylic acid fluoride (5.67 g, 24.6 mmol) in 30 mL of anhydrous THF is added dropwise. The reaction mixture is stirred for 4 hours at room temperature and then poured into saturated aqueous NaHCO3 solution and extracted with EtOAc. The organic phase is washed with saturated aqueous NaCl solution, dried over Na2SO4 and concentrated to dryness. After purification by flash chromatography on silica (cyclohexene/EtOAc: 95/5 to 80/20), a red solid is obtained, which is purified by flash chromatography on amine phase (DCM) to give 2.84 g of a white solid (yield: 31%).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; SANOFI; BENAZET, ALEXANDRE; DUCLOS, OLIVIER; GUILLO, NATHALIE; LASSALLE, GILBERT; MACARY, KARIM; VIN, VALERIE; US2013/79337; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 25252-00-0, name is 2-Bromo-5-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 2-Bromo-5-iodobenzoic acid

Step I: To a stirred solution of 2-bromo-5-iodobenzoic acid (150 g, 458 mmol) in dichloromethane (1500 ml) was added DMF (2.0 ml) followed by oxalylchloride (58.2 ml, 688 mmol) at 0 C in drop wise fashion over the period of 30 min. After complete addition, the reaction mixture was stirred at room temperature for 3h. Volatiles were evaporated under reduced pressure to give 2-bromo-5-iodo-benzoyl chloride (-158 g). The crude product was used for the next step immediately. (Note: The product should not be exposed to air).

According to the analysis of related databases, 25252-00-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; BEBERNITZ, Gregory Raymond; BOCK, Mark Gary; WO2012/140596; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 619-58-9, A common heterocyclic compound, 619-58-9, name is 4-Iodobenzoic acid, molecular formula is C7H5IO2, 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.

To 4-iodobenzoic acid (15.62g, 63mmol, 1.05eq) in dry DMF (6vol, 90ml) was added potassium carbonate (8.7g, 63mmol, 1.05eq) and the suspension was stirred for 10min. Benzyl bromide (10.25g, 7.13ml, 60mmol, 1 eq) was then added over ca. 1 min. and the resulting suspension was stirred at room temperature under nitrogen for 6.25hr. The mixture was partitioned between ether (200ml) and water (200ml). The aqueous phase was extracted with more ether, then the combined organics were washed with water, aqueous lithium chloride, brine, dried and then evaporated to give the title compound as a white crystalline solid after leaving under vacuum (18.38g, 86%). LCMS; tRET = 3.81 min, 70% ES +ve 376, 356 (+ artefact 1.48min. 28%). 1H NMR (400 MHz, DMSOd6) deltappm 7.92 (d, 2H) 7.74 (d, 2H) 7.46 (d, 2H) 7.35 – 7.42 (m, 3H) 5.34 (s, 2H).

The synthetic route of 619-58-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/74590; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com