Tag: M.W=300-400

Reference of 640280-28-0, These common heterocyclic compound, 640280-28-0, name is 1-Bromo-2-iodo-4-(trifluoromethyl)benzene, 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 l-bromo-2-iodo-4-(trifluoromethyl)benzene (1.598 ml, 9.70 mmol), tert-butyl 4-(4,4,5,5-tetramethyl-l ,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-l(2H)- carboxylate (3.00 g, 9.70 mmol), Pd(dppf)-CH2C12 adduct (0.396 g, 0.485 mmol), and potassium carbonate (2.329 g, 38.8 mmol) in 1,4-dioxane (36.4 ml) and water (12.13 ml) was stirred at 70 C for 18 hours. The reaction was diluted with ethyl acetate and washed with water. The aqueous layer was extracted with ethyl acetate, and the combined organic layers were dried with sodium sulfate, filtered, and concentrated. The material was purified via column chromatography (Redi-Sep Gold 80g silica gel column (Teledyne Isco, Lincoln, NE), gradient elution 0 to 100% Et20:Heptane) to afford tert- butyl 4-(2-bromo-5-(trifluoromethyl)phenyl)-5,6-dihydropyridine-l(2H)-carboxylate as a light yellow oil. m/z (ESI) 428.1 (M+Na)+.

The synthetic route of 640280-28-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DINEEN, Thomas; MARX, Isaac, E.; NGUYEN, Hanh, Nho; WEISS, Matthew; AMGEN INC.; WO2013/25883; (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. 629-09-4, name is 1,6-Diiodohexane, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 629-09-4

To a solution of potassium 1,3-dioxoisoindolin-2-ide (5.0 g, 26.99 mmol) in DMF (50 mL) was added 1,6-Diiodohexane (22.8 g, 67.49 mmol) and the mixture was heated at 70 C for 2.5 h. The reaction was monitored by TLC. After completion, the mixture was diluted with H2O (100 mL) and extracted with EtOAc (200 mL × 2). The combined organic layers were washed with brine (100 mL), dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to obtain a crude which was purified by CombiFlash chromatography to afford the title compound. LC-MS 358 [M+H]+

According to the analysis of related databases, 629-09-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NUVATION BIO INC.; PHAM, Son Minh; CHAKRAVARTY, Sarvajit; CHEN, Jiyun; KANKANALA, Jayakanth; BARDE, Anup; NAYAK, Anjan Kumar; HUNG, David; (283 pag.)WO2019/222272; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, 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 181765-86-6, COA of Formula: C8H6BrIO2

A 500 mL round bottom flask reactor was charged with methyl 5-bromo-2-iodobenzoate (1.7g, 0.15mmol) and potassium carbonate (20.2g, 146.7mmol) were added to a toluene solution (25.0g, 73mmol), 4-dibenzofuranboronic acid (18.7g, 88mmol) 125 mL of tetrahydrofuran, and 50 mL of water. The temperature of the reactor was raised to 80 C and stirred for 10 hours. When the reaction was completed, the temperature of the reactor was lowered to room temperature, extracted with ethyl acetate, and the organic layer was separated. The organic layer was concentrated under reduced pressure and then separated by column chromatography to obtain Intermediate 1-a (75.0 g, 60.1%).

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Reference:
Patent; SFC Co.,Ltd.; Cha, Sun Wook; Sin, Yoo Na; Lim, Jae Geon; Park, Jin Joo; Park, Sang Woo; Kim, Ji Hwan; Yoo, Jung Ho; Park, Young Hwan; (53 pag.)KR2017/86011; (2017); A;,
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. 112671-42-8, name is 4-Bromo-1-iodo-2-nitrobenzene, This compound has unique chemical properties. The synthetic route is as follows., Safety of 4-Bromo-1-iodo-2-nitrobenzene

Intermediate M2-b (4.8 g, 15 mmol),2-Iodo-5-bromonitrobenzene (5.9 g, 18 mmol), sodium tert-butoxide(2.9g, 30mmol), toluene 50mL, nitrogen protection,0.17 g of Pd2(dba)3, tri-tert-butylphosphine(11ml, 10% toluene solution), stirring turned on,Heated to 100 C reflux, reaction 12h, the reaction solution washed,The organic phase was concentrated and passed through a silica gel column. The eluent was petroleum ether:Ethyl acetate = 50:1, concentrated rinse,Intermediate M2-c (6.6 g, 84.6% yield) was obtained.

According to the analysis of related databases, 112671-42-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Beijing Dingcai Technology Co., Ltd.; Gu’an Dingcai Technology Co., Ltd.; Fan Hongtao; Xing Qifeng; Zhang Wei; Zhang Xianghui; (38 pag.)CN107880049; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 811842-30-5, These common heterocyclic compound, 811842-30-5, name is 2-Bromo-1-fluoro-4-iodobenzene, 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 mixture of 2-bromo-1-fluoro-4-iodobenzene (3.01 g, 10 mmol), Example 35a (1.472 g, 10.50 mmol), and cesium carbonate (3.42 g, 10.50 mmol) in dimethylsulfoxide (20 mL) was heated at 110 C overnight. After cooling to ambient temperature, the reaction mixture was partitioned between water and ethyl acetate. The aqueous layer was extractedwith additional ethyl acetate twice. The combined organic layers were washed with brine, dried over anhydrous magnesium sulfate, filtered, and concentrated. The residue was purified by column chromatography on silica gel eluting with heptanes to give the title compound (3.21 g, 76% yield) as a white solid.

The synthetic route of 811842-30-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBVIE INC.; ABBVIE PHARMACEUTICAL TRADING (SHANGHAI) CO., LTD.; FIDANZE, Steven D.; HASVOLD, Lisa A.; LIU, Dachun; MCDANIEL, Keith F.; PRATT, John; SCHRIMPF, Michael; SHEPPARD, George S.; WANG, Le; LI, Bing; (191 pag.)WO2017/177955; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 141738-80-9,Some common heterocyclic compound, 141738-80-9, name is 3-Chloro-4-iodobenzotrifluoride, molecular formula is C7H3ClF3I, 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 vial was charged with N-(2,4-dimethoxybenzyl)-l-methyl-3-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)-N-(l,2,4-thiadiazol-5-yl)-lH-indole-6-sulfonamide (.500 g, 0.876 mmol), potassium phosphate (0.651 g, 3.07 mmol), and bis(tri-t- butylphosphine)palladium(O) (0.045 g, 0.088 mmol). The vial was flushed with Ar, then 1 ,4-dioxane (6.57 ml) and water (2.191 ml) were added in sequence, followed by 2- chloro-l-iodo-4-(trifluoromethyl)benzene (0.426 ml, 2.63 mmol). The vial was sealed and stirred at room temperature for two hours. The reaction was diluted with ethyl acetate and washed with water. The aqueous layer was extracted with ethyl acetate, and the combined organic layers were washed with brine, dried with sodium sulfate, filtered and concentrated. The material was purified via column chromatography (RediSep Gold (Teledyne Isco, Lincoln, NE) 40g, gradient elution 0-100% EtO Ac/Heptane) to afford 3- (2-chloro-4-(trifluoromethyl)phenyl)-N-(2,4-dimethoxybenzyl)-l-methyl-N-(l ,2,4- thiadiazol-5-yl)-lH-indole-6-sulfonamide (0.405 g, 0.650 mmol, 74.2 % yield) as a light yellow solid, m/z (ESI) 624.0 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Chloro-4-iodobenzotrifluoride, its application will become more common.

Reference:
Patent; DINEEN, Thomas; MARX, Isaac, E.; NGUYEN, Hanh, Nho; WEISS, Matthew; AMGEN INC.; WO2013/25883; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 391211-97-5, 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 391211-97-5 as follows.

A dry 100 mL round bottomed flask was charged with a mixture of the substituted benzoic acid, and 5 mL of DCM. The reaction mixture was cooled with an ice-bath to 0 oC. A 100 muL volume of anhydrous DMF was added followed by dropwise addition of neat oxalyl chloride (2 equiv.) over 5 min. The reaction was stirred at 23 oC for 4 h. The solvent was removed under reduced pressure. Excess oxalyl chloride was azeotropically removed with 2 X 5 mL portions of DCM under reduced pressure. The crude acid chloride was dissolved into 5 mL of DCM and a greater than 2-fold stoichiometric ratio the appropriate amine was added neat at 0 oC. The ice bath was removed after 10 min and the reaction was permitted to warm to room temperature. The reaction was then stirred at 23 oC for 6 h; completion of reaction was determined by TLC. A mixture of 10 mL of H2O and 10 mL of Et2O was added and the resultant mixture was extracted with twice with 10 mL portions of Et2O, washed twice with 10 mL portions of NaCl (aq, sat), and dried over Na2SO4. The extract was decanted and then the solvent was removed under reduced pressure. The crude product was isolated on SiO2 using hexane/EA.

According to the analysis of related databases, 391211-97-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Chakrabarty, Suravi; Monlish, Darlene A.; Gupta, Mohit; Wright, Thomas D.; Hoang, Van T.; Fedak, Mitchel; Chopra, Ishveen; Flaherty, Patrick T.; Madura, Jeffry; Mannepelli, Shankar; Burow, Matthew E.; Cavanaugh, Jane E.; Bioorganic and Medicinal Chemistry Letters; vol. 28; 13; (2018); p. 2294 – 2301;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 755027-18-0, name is 1-Bromo-4-iodo-2-methoxybenzene, molecular formula is C7H6BrIO, 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. Safety of 1-Bromo-4-iodo-2-methoxybenzene

Step 1: 3-(4-bromo-3-methoxyphenyl)thiophene-2-carboxylic acid A solution of 3-(dihydroxyboryl)thiophene-2-carboxylic acid (1.89 g, 10.85 mmol) and 1-bromo-4-iodo-2-methoxybenzene (3.09 g, 9.86 mmol) in a 3:1 mixture of MeCN:H2O (100 mL) was treated with K2CO3 (4.09 g, 29.6). Pd(OAc)2 (66.4 mg, 0.30 mmol) and biphenyl-2-yl(dicyclohexyl)phosphine (207 mg, 0.59 mmol) were added and the mixture was stirred at 90 C. for 3 h. The mixture was cooled and concentrated, and the residue was added at 0 C. to a mixture of 10% aqueous NaOH (100 mL) and DCM. The mixture was acidified to pH=1 by addition of aqueous HCl (6 N) and the solid precipitate was collected by filtration, washed with cold H2O and DCM, then dried to afford the title compound (2.29 g, 74%). LCMS (ES) m/z 313, 315 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 755027-18-0, its application will become more common.

Reference:
Patent; Harper, Steven; Summa, Vincenzo; Liverton, Nigel J.; McCauley, John A.; Butcher, John W.; Di Filippo, Marcello; Di Francesco, Maria Emilia; Ferrara, Marco; Romano, Joseph J.; Rudd, Michael T.; US2010/183551; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 689260-53-5, These common heterocyclic compound, 689260-53-5, name is 2-Bromo-5-iodo-1,3-dimethylbenzene, 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 1: [(3R,4R)-4-(4-Bromo-3,5-dimethyl-phenoxy)-tetrahydrofuran-3-yloxy]-tert-butyl-dimethyl-silane CuI (0.12 g) and 1,10-phenanthroline (0.23 g) are added to a flask charged with a stir bar, 2-bromo-5-iodo-m-xylene (2.00 g), (3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydrofuran-3-ol (1.72 g), Cs2CO3 (4.11 g), and toluene (10 mL) at room temperature. The mixture is stirred at 115 C. overnight. After cooling to room temperature, water is added, and the resulting mixture is extracted with ethyl acetate. The combined extract is washed with aqueous 1 M HCl solution and dried (MgSO4). The solvent is evaporated, and the residue is chromatographed on silica gel (cyclohexane/ethyl acetate 49:1) to give the title compound. Mass spectrum (ESI): m/z=401/403 (Br) [M+H]+.

The synthetic route of 689260-53-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer Ingelheim International GmbH; ECKHARDT, Matthias; WAGNER, Holger; PETERS, Stefan; (46 pag.)US2018/208560; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 89488-57-3, name is 1,4-Diiodo-2-nitrobenzene, 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 89488-57-3, SDS of cas: 89488-57-3

(RS)-1-(4-Iodo-2-nitrophenyl)-2,2-dimethyl-1-propanol: Under a nitrogen atmosphere a solution of 1,4-diiodo-2-nitrobenzene (3.0 g, 8.0 mmol) in anhydrous THF (20 mL) was cooled to minus 40 C., and then a solution of phenylmagnesium chloride (2 M in THF, 4.8 mL, 9.6 mmol) was added dropwise at a rate that the temperature would not exceed minus 35 C. Upon completion of the addition the mixture was stirred for ten minutes, followed by addition of trimethylacetaldehyde (1.2 mL, 11.2 mmol), and the mixture was stirred for 30 minutes at minus 40 C. The mixture was gradually warmed up to room temperature, quenched with saturated ammonium chloride (60 mL), poured into water (120 mL), and extracted with ethyl acetate twice (60 mL each). The combined organic phase was washed with water (60 mL), dried over Na2SO4, and concentrated in vacuo. The residue was purified by silica gel column chromatography to yield racemic (RS)-1-(4-iodo-2-nitrophenyl)-2,2-dimethyl-1-propanol (2.17 g, 81%) as a brown oil. 1H NMR (400 MHz, CDCl3): delta 8.04 (d, 1 H, J=1.6 Hz, Ph-H), 7.88 (dd, 1 H, J=1.6 and 8.4 Hz, Ph-H), 7.51 (d, 1 H, J=8.4 Hz, Ph-H), 5.28 (d, 1 H, J=3.6 Hz, Ph-CH), 2.29 (d, 1 H, J=3.6 Hz, OH), 0.85 (s, 9 H, C(CH3)3). 13C NMR (100 MHz, CDCl3): delta 149.87 (C), 141.0 (CH), 136.2 (C), 132.3 (CH), 131.63 (CH), 91.85 (C), 74.33 (CH), 36.81 (C), 25.6 (CH3).

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; Lasergen, Inc.; Litosh, Vladislav A.; Hersh, Megan N.; Stupi, Brian P.; Wu, Weidong; Metzker, Michael L.; US9200319; (2015); B2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com