Month: July 2021

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. 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C3H4F3I

To a stirred solution of methyl 2-(3-((4-((2-methylquinolin-4-yl)methoxy)phenyl)sulfonamido)azetidin-3-yl)acetate (250 mg, 0.44 mmol) in DMF (2.50 mL), were added 1-iodo-3,3,3-trifluoropropane (51.44 mul, 0.44 mmol) and N,N-diisopropylethylamine (0.09 mL, 0.53 mmol). The reaction mixture was stirred at room temperature for 24 h. The reaction was incomplete and two further additions of 1-iodo-3,3,3-trifluoropropane (20.59 mul, 0.18 mmol) were added and the reaction mixture was left to stir over 48 h necessary to complete the reaction. The reaction mixture was diluted in EtOAc (15 mL) and the organic phase was retained, dried over MgSO4 and concentrated to dryness. The residue was dissolved in MeOH, absorbed onto silica gel and purified by flash chromatography (silica gel, 0-2% MeOH in DCM) to afford methyl 2-(3-((4-((2-methylquinolin-4-yl)methoxy)phenyl)sulfonamido)-1-(3,3,3-trifluoropropyl)azetidin-3-yl)acetate (100 mg, 41%) as a white solid.MS(ES+) m/z 552 (MH+).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 460-37-7.

Reference:
Article; Boiteau, Jean-Guy; Ouvry, Gilles; Arlabosse, Jean-Marie; Astri, Stephanie; Beillard, Audrey; Bhurruth-Alcor, Yushma; Bonnary, Laetitia; Bouix-Peter, Claire; Bouquet, Karine; Bourotte, Marilyne; Cardinaud, Isabelle; Comino, Catherine; Deprez, Benoit; Duvert, Denis; Feret, Angelique; Hacini-Rachinel, Feriel; Harris, Craig S.; Luzy, Anne-Pascale; Mathieu, Arnaud; Millois, Corinne; Orsini, Nicolas; Pascau, Jonathan; Pinto, Artur; Piwnica, David; Polge, Gaelle; Reitz, Arnaud; Reverse, Kevin; Rodeville, Nicolas; Rossio, Patricia; Spiesse, Delphine; Tabet, Samuel; Taquet, Nathalie; Tomas, Loic; Vial, Emmanuel; Hennequin, Laurent F.; Bioorganic and Medicinal Chemistry; vol. 26; 4; (2018); p. 945 – 956;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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 25245-27-6 as follows. Quality Control of 1-Iodo-3,5-dimethoxybenzene

Example 22B 3,5,3′-Trimethoxybiphenyl To a mixture of 600 mg (4.0 mmol) of 3-methoxyphenylboronic acid, 792 mg (3.0 mmol) of 3,5-dimethoxyiodobenzene, 34 mg (5 mol %) palladium(II)acetate, 182 mg (20 mol %) of tri-o-tolylphosphine, and 3.6 g (24 mmol) of cesium fluoride was added 10 mL of anhydrous dioxane. The reaction was stirred at reflux under N2 for 50 min, then poured into 30 mL of water and extracted with diethyl ether (3*10 mL). The combined ether layers were back extracted with saturated aqueous NaHCO3 solution (1*10 mL), then brine (1*10 mL), dried over MgSO4, filtered, and concentrated to an oil. This was purified via silica gel chromatography, eluding with 10% ethyl acetate:hexanes to provide the titled compound (650 mg, 89%).

According to the analysis of related databases, 25245-27-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Xin, Zhili; Liu, Gang; Pei, Zhonghua; Szczepankiewicz, Bruce G.; Serby, Michael D.; Zhao, Hongyu; US2004/167188; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 19230-28-5, 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. 19230-28-5, name is 1,3-Dichloro-2-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

In a 1-liter three-necked flask equipped with a thermometer and a condenser, 26 g of intermediate 12, 26.5 g of 1,3-dichloro-2-iodobenzene, 27 g of K2CO3, and 3 g of TBAB were sequentially added, and then 300 ml of toluene, 100 ml of ethanol, and 50 ml of water were added in this order. replace the air in the reaction bottle with nitrogen, add 0.56g Pd(PPH3)4 under nitrogen protection, turn on heating, magnetically stir, heat to (78-80 C) reflux reaction, sample and test after 6h, until the raw material reaction is complete The reaction was stopped, the temperature was lowered to room temperature for post-treatment, the reaction solution was filtered, and the layers were left to stand. The aqueous phase was extracted with 100 ml of toluene, and the organic phases were combined, washed with ultrapure water to neutrality, dried over anhydrous Na 2 SO 4 for 1 h, filtered to remove the desiccant, the filter cake was rinsed with a small amount of toluene, the filtrates were combined, and concentrated through a silica gel column to obtain intermediate 13. Intermediate 13 was 32 g of a white solid with a yield of 89%.

The synthetic route of 1,3-Dichloro-2-iodobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Xi’an Ruilian New Materials Co., Ltd.; Sun Jun; Zhang Hongke; Liu Kaipeng; Wang Xiaowei; Liu Qianfeng; Gao Renxiao; (54 pag.)CN108047235; (2019); B;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 5471-81-8, name is Methyl 4-iodo-3-methylbenzoate, molecular formula is C9H9IO2, 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. Recommanded Product: Methyl 4-iodo-3-methylbenzoate

Under a protective atmosphere of inert gas, Pd(OAc)2 (2.2 mg, 10 mol%), XPhos (19.1 mg, 20 mol%), NBE-CO2K (3.5 mg, were added to a 4.0 mL reaction flask equipped with a magnetic stir bar. 10 mol%), 3-methyl-4 iodine benzoate Methyl ester (0.2 mmol, 1.0 equiv.), N-(2,3-epoxypropyl)phthalamide (0.6 mmol, 3.0 equiv.) and dried Dry N-methylpyrrolidone (1.0 mL). The reaction flask was capped and stirred at room temperature for about 5 minutes, after which the mixture was added. Heat to 80 C for 24 hours. After cooling the reaction vessel to room temperature, it was quenched with water (10 mL) with methyl tert-butyl ether (3× 10 mL) was extracted, dried over Na2SO4, filtered and concentrated in vacuo. Purified by column chromatography, the eluent was petroleum ether: ethyl acetate = 2:1 (v/v),Obtained 42 mg of methyl 7-methyl-2-((1,3-dioxoisoindolin-2-yl)methyl)-2,3-dihydrobenzofuran-5-carboxylate (white solid, Yield 60%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5471-81-8, its application will become more common.

Reference:
Patent; Wuhan University; Zhou Qianghui; Wu Chenggui; Cheng Honggang; (20 pag.)CN108329285; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 2265-91-0, name is 1,3-Difluoro-5-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 1,3-Difluoro-5-iodobenzene

A solution of feri-butyl piperazine- l-carboxylate (2 g, 17.54 mmol), l,3-difluoro- 5-iodobenzene (4.2 g, 17.50 mmol), NaOtBu (2.5 g), BINAP (108 mg, 0.17 mmol), and Pd2(dba)3 (160 mg, 0.17 mmol) in toluene (20 mL) was stirred for 16 h at 80 C, then quenched by the addition of 40 mL FLO. The resulting solution was extracted with 2×40 mL of EtOAc, and the combined organic layers were concentrated under vacuum and purified with silica gel chromatography using EtOAc / hexane (1/2) to afford 3.1 g (59%) of the title compound as an off-white solid. LC-MS: (ES, m/z) 299 NMR (400 MHz, DMSO -d6) d 6.69 – 6.57 (m, 2H), 6.49 (tt, J = 9.3, 2.2 Hz, 1H), 3.42 (t, J = 5.3 Hz, 4H), 3.26 – 3.13 (m, 4H), 1.42 (s, 9H).

The synthetic route of 2265-91-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CENTAURUS THERAPEUTICS; ROMERO, Donna, L.; BLITZER, Jeremy; (242 pag.)WO2019/140188; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 1,1,1-Trifluoro-3-iodopropane

Example 25 (rac)-cis-9-(Phenylethynyl)-4-(3,3,3-trifluoropropyl)-3,4,4a,5,6,10b-hexahydro-2H-[1,4]oxazino[2,3-f]quinoline A mixture of cis-9-(phenylethynyl)-3,4,4a,5,6,10b-hexahydro-2H-[1,4]oxazino[2,3-f]quinoline (200 mg, 0.69 mmol), 1,1,1-trifluoro-3-iodopropane (202 mg, 0.90 mmol), and NaHCO3 (126 mg, 1.50 mmol) in DMF (3 mL) is stirred at 50-60 C for 6 hours. Then an additional amount of 1,1,1-trifluoro-3-iodopropane (100 mg, 0.45 mmol) is added, and the mixture is stirred at the same temperature for 16 h, cooled down to rt, diluted with water (50 mL) and extracted with EtOAc (2*50 mL). The combined organic layers are dried over Na2SO4 and concentrated at reduced pressure. The obtained residue is purified by column chromatography (silica gel, EtOAc/hexane, 1:2) to provide the title compound (75 mg, 28%) as a yellowish oil. 1H NMR (DMSO-d6), deltaH, 1.75-1.84 (m, 1H), 2.12-2.23 (m, 1H), 2.40-2.54 (m, 3H), 2.61-2.89 (m, 4H), 2.91-3.01 (m, 2H), 3.58-3.71 (m, 2H), 4.64 (d, 1H), 7.43-7.49 (m, 3H), 7.56-7.62 (m, 2H), 7.84 (d, 1H), 8.58 (d, 1H). LC/MS (M+H)+ = 387

The synthetic route of 460-37-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merz Pharma GmbH & Co. KGaA; The designation of the inventor has not yet been filed; EP2650284; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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 39998-81-7 as follows. name: 2-Fluoro-4-iodo-1-methylbenzene

Methyl-2-fluoro-4-iodo benzoate (Reagent G) A solution of 2-fluoro-4-iodo toluene (5 g, 26.6 mmol) in pyridine (2 mL) and water (20 mL) was treated with potassium permanganate (16.6 g, 105 mmol) and heated at 150 C. overnight. The reaction mixture was then cooled to room temperature and filtered and the filtrate was extracted with hexane. The aqueous phase was acidified with 10% hydrochloric acid and extracted with ethyl acetate. The organic phase was dried over anhydrous sodium sulfate, filtered and evaporated in vacuo. The residue was dissolved in 20 mL of methanol, treated with concentrated sulfuric acid (1 mL) and refluxed overnight. The volatiles were distilled off in vacuo and the residue was dissolved in diethyl ether, washed with brine, dried over anhydrous sodium sulfate, filtered and evaporated in vacuo to an oil. Flash column chromatography over silica gel (230-400 mesh) using 10% ethyl acetate in hexane as the eluent afforded the title compound as an oil (0.26 g, 5%). 1H-NMR (300 MHz, CDCl3): delta7.60 (m, 4H), 3.93 (s, 3H).

According to the analysis of related databases, 39998-81-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Allergan Sales, Inc.; US6313107; (2001); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 61272-76-2, These common heterocyclic compound, 61272-76-2, name is 4-Fluoro-2-iodoaniline, 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.

JV-Benzyl-2-iodo-5-methoxybenzamide (1.61 g, 4.38 mmol), 4-fluoror-2-iodoaniline (867 mg, 3.66 mmol), copper (I) iodide (139 mg, 0.73 mmol), and potassium carbonate (1.26 g, 9.12 mmol) were taken up in anhydrous DMSO (24 mL) and the resulting reaction mixture and the resulting reaction mixture was first stirred at 80 C for 2 hours, followed by heating to 135 C for another 16 hours. After cooling to room temperature, the mixture was filtered over celite and concentrated. The residue was diluted w th an excess of Et20 and washed with water. The organic layer was dried over Na2S04, filtered and concentrated. The residue was purified by flash column chromatography (EtOAc : Hex = 0: 100 to 100:0: then EtOAc : DCM = 0: 100 to 25:75) to give l0-Benzyl-8-fluoro-2-methoxy-5,10-dihydro-l li/- dibenzo[£>,e][l,4]diazepin-l l-one (565 rng, 44%) as a light yellow’ foam.

The synthetic route of 61272-76-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael S.; DE CLERCQ, Dries; JANG, Jaebong; JANNE, Pasi; TO, Ciric; ECK, Michael; PARK, Eunyoung; HEPPNER, David; (0 pag.)WO2019/164953; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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 89459-38-1 as follows. Application In Synthesis of 2-Iodo-4-nitrobenzoic acid

A mixture of Example 2.140.1 (130 g) in a mixture of methanol (1000 mL) and sulfuric acid (23.65 mL) was stirred at 85 C. for 16 hours and concentrated to dryness. The residue was triturated with methanol (100 mL) and the suspension was stirred for 10 minutes. The solid was collected by filtration, washed with water (200 mL*3) and methanol (20 mL), and air-dried for 16 hours to give the title compound. MS (LC-MS) m/e 308.0 (M+H)+.

According to the analysis of related databases, 89459-38-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AbbVie Inc.; Benatuil, Lorenzo; Bruncko, Milan; Chao, Debra; Izeradjene, Kamel; Judd, Andrew S.; Phillips, Andrew C.; Souers, Andrew J.; Thakur, Archana; (556 pag.)US2017/355769; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 21740-00-1, name is 5-Bromo-2-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 21740-00-1, Recommanded Product: 21740-00-1

General procedure: A dry sealable vial was charged with sulfonimidamide 4a (368 mg, 2.00 mmol), 2-iodobenzoic acid (494 mg, 2.00 mmol), CuI (76 mg, 0.40 mmol), and K2CO3 (690 mg, 5.00 mmol) in anhyd DMF (5.0 mL). After heating to 100 C for 2 h, the heterogeneous mixture was cooled to r.t. The mixture was diluted with water (10 mL), acidified with 2 M HCl and extracted with EtOAc (3 × 30 mL). The combined organic layers were dried (Na2SO4), filtered, and concentrated under reduced pressure. The crude product was purified by CombiFlash chromatography (silica gel, n-hexane/EtOAc, 6:4) to afford the desired product 7a as a cream solid; yield: 633 mg (90%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromo-2-iodobenzoic acid, and friends who are interested can also refer to it.

Reference:
Article; Sen, Indira; Sasmal, Swarnendu; Hall, Roger G.; Pal, Sitaram; Synthesis; vol. 48; 21; (2016); p. 3743 – 3752;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com