Tag: M.W=300-400

Synthetic Route of 181765-86-6, The chemical industry reduces the impact on the environment during synthesis 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, I believe this compound will play a more active role in future production and life.

Methyl 5-bromo-2-iodo-benzoate (methyl 5-bromo-2-iodobenzoate) (3.849 g, 11.259 mmol) and compound 23-5 (phenanthren-1-ylboronic acid) (3 g, 13.510 mmol), 2 mol / L potassium carbonate (potassium carbonate) (inH2O, 30 mL), tetrakis (triphenylphosphine) palladium (tetrakis (triphenylphosphine) palladium) (0.651 g, 0.563mmol) in tetrahydrofuran (tetrahydrofuran) and 100 mL of methanol (methanol) 30 mL and mixed under a nitrogen atmosphere it was heated for 24 hours ,after that remove the solvent after confirmation, and the reaction was terminated via TLC celite (celite)Filtered in the following, by using dichloromethane and H2O, the organic layer was separated and washed with, saturated sodium chloride solution and bovineBy filtration using a rhodium sulfate (Sodium sulfate) to remove the moisture. The solvent from the results obtained therefrom(3.5g, 79%)

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, Methyl 5-bromo-2-iodobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Samsung Display Co. ltd., Samsung Display Co. ltd.; Seoul National University Industrial-Academic Cooperation Foundation; Kim, Se Hoon; Jung, Seong Jin; Hong, Chong In; Kim, Mi Yeong; Choo, Chang Woong; (72 pag.)KR2016/9768; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 774608-49-0,Some common heterocyclic compound, 774608-49-0, name is 4-Bromo-1-chloro-2-iodobenzene, molecular formula is C6H3BrClI, 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 flame dried round bottom flask was charged with 4-bromo-l-chloro-2- iodobenzene (33.1 g, 104 mmol) and Et20 (206 mL). The solution was cooled to -78 C and a solution of n-butyllithium solution (2.5 M in hexanes, 41.7 mL, 104 mmol) was added dropwise. The reaction mixture was stirred at -78 C for 15 minutes. A second, flame dried round bottom flask was charged with a solution of 4-(fluoromethyl)-2-oxa-3- azabicyclo[3.1.0]hex-3-ene (6c rac; 6 g, 52.1 mmol) in toluene (229 mL) and cooled to-78 C. Boron trifluoride diethyl etherate (6.61 mL, 52.1 mmol) was added, the reaction mixture was stirred for 5 minutes at – 78 C and added via cannula to the aryllithium species. The reaction mixture was stirred at -78 C for 10 minutes. The reaction was quenched with saturated ammonium chloride solution and warmed to RT. The reaction mixture was diluted with water and EtOAc. The organic layer was separated and the aqueous layer was washed with additional EtOAc. The combined organic layers were A-1813-WO-PCT – 101 – washed with brine and dried over magnesium sulfate. The filtrate was concentrated under reduced pressure and the crude material was purified via silica gel chromatography, eluting with 5-45% EtOAc:Hexanes to afford the title compound (10.19 g, 33.2 mmol, 63.8 % yield). MS m/z = 305.9 [M+H]+. Calculated for CnH10BrClFNO: 306.6

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-1-chloro-2-iodobenzene, its application will become more common.

Reference:
Patent; AMGEN INC.; MINATTI, Ana Elena; LOW, Jonathan, D.; ALLEN, Jennifer, R.; AMEGADZIE, Albert; BROWN, James; FROHN, Michael, J.; GUZMAN-PEREZ, Angel; HARRINGTON, Paul, E.; LOPEZ, Patricia; MA, Vu Van; NISHIMURA, Nobuko; QIAN, Wenyuan; RUMFELT, Shannon; RZASA, Robert, M.; SHAM, Kelvin; SMITH, Adrian, L.; WHITE, Ryan; XUE, Qiufen; WO2014/138484; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 181765-86-6, A common heterocyclic compound, 181765-86-6, name is Methyl 5-bromo-2-iodobenzoate, molecular formula is C8H6BrIO2, 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.

[Intermediate 1-a] was synthesized according to Scheme 1 below.Methyl 5-bromo-2-iodobenzoate (25.0 g, 73 mmol) in a 500 mL round bottom flask reactorAdd 4-dibenzofuranboronic acid (18.7g, 88mmol), tetrakis (triphenylphosphine) palladium (1.7g, 0.15mmol), potassium carbonate (20.2 g, 146.7mmol), 125mL toluene, 125mL tetrahydrofuran 50 mL of water was added thereto.The temperature of the reactor was raised to 80 degrees and stirred for 10 hours. After 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 separated by column chromatography to obtain Intermediate 1-a (75.0 g, 60.1%).

The synthetic route of 181765-86-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SFC Ltd.; Cha Sun-uk; Jeong Gyeong-seok; Song Ju-man; Lee Yu-rim; Park Sang-u; Kim Hui-dae; Park Seok-bae; (65 pag.)KR2019/111856; (2019); A;,
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. 689260-53-5, name is 2-Bromo-5-iodo-1,3-dimethylbenzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H8BrI

A flask charged with a stir bar, 2-bromo-5-iodo-1 ,3-dimethyl-benzene (1 .0 g), bis- (pinacolato)-diboron (1 .0 g), potassium acetate (1 .1 g) and dimethyl sulfoxide (10 ml_) is purged with argon for 5 min. [1 ,1 ‘-Bis(diphenylphosphino)-ferrocene]- dichloropalladium(ll) (0.26 g) is added at room temperature, and the mixture is stirred at 90 C for 3 h. After cooling to room temperature, water is added and the resulting mixture is extracted with ethyl acetate. The combined extracts are dried (MgSO4) and concentrated. The residue is chromatographed on reversed phase (HPLC; acetonitrile/water) to give the title compound . LC (method 9): tR = 1 .30 min; Mass spectrum (ESI+): m/z = 31 1/313 (Br) [M+H]+.

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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ECKHARDT, Matthias; FRATTINI, Sara; HAMPRECHT, Dieter; HIMMELSBACH, Frank; LANGKOPF, Elke; LINGARD, Iain; PETERS, Stefan; WAGNER, Holger; WO2013/144097; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 501433-06-3, These common heterocyclic compound, 501433-06-3, name is 2,3-Difluoro-1,4-diiodobenzene, 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.

1,2-difluoro-3,6-diiodobenzene (7.3 g, 20.0 mmol), Compound 45 (12.8 g, 42.0 mmol), a 2 M aqueous solution of Na2CO3 (40 mL, 80.0 mmol), DME (40 mL), toluene (40 mL), and Pd[PPh3]4 (1.2 g, 1.0 mmol) were loaded into a three-necked flask, and the mixture was refluxed under an Ar atmosphere for 8 hours. After the completion of the reaction, the resultant was cooled to room temperature. The resultant sample was transferred to a separating funnel, and water (100 mL) was charged into the funnel. Then, the mixture was extracted with CH2Cl2. The extract was dried with MgSO4, and was then filtered and concentrated. The resultant sample was purified by silica gel column chromatography, whereby a white solid was obtained in an amount of 8.2 g in 65% yield-FD-MS analysis C44H32F2O2: theoretical value 630, observed value 630

Statistics shows that 2,3-Difluoro-1,4-diiodobenzene is playing an increasingly important role. we look forward to future research findings about 501433-06-3.

Reference:
Patent; Idemitsu Kosan Co., Ltd.; EP2301926; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 628-21-7, name is 1,4-Diiodobutane, molecular formula is C4H8I2, 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. Application In Synthesis of 1,4-Diiodobutane

To a solution of 5-bromo-7-chloro-2-[(4-methoxyphenyl)methyl]isoindolin-1-one (1, 0.4 g, 1.09 mmol) in tetrahydrofuran (25 mL) at room temperature was added sodium hydride (131 mg, 5.45 mmol). The reaction was stirred for 30 min and then 1,4-diiodobutane (2, 1691 mg, 5.45 mmol) was added to the reaction mixture. The reaction was stirred at room temperature for an additional 5 h. After completion, the reaction mass was quenched with a cold saturated solution of ammonium chloride at 0 C. The residue was dissolved in ethyl acetate (100 mL) and the organic layer was washed with water (2¡Á20 mL) then with brine (10 mL). The organics were separated and dried using magnesium sulfate before concentration to dryness. The crude was then purified by flash column chromatography using 10% ethyl acetate in hexane as the eluant. The desired fractions were concentrated to dryness under vacuum to afford 5?-bromo-7?-chloro-2?-[(4-methoxyphenyl)methyl]spiro[cyclopentane-1,3?-isoindoline]-1?-one as a yellow solid. Yield: 0.21 g, 45%; MS (ESI) m/z 422.2[M+1]+; 1H NMR (400 MHz, CDCl3) delta 7.54 (s, 1H), 7.40 (s, 1H), 7.26 (d, J=8.10 Hz, 2H), 6.83 (d, J=8.10 Hz, 2H), 4.64 (s, 2H), 3.95 (s, 3H), 2.17-1.72 (m, 8H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 628-21-7, its application will become more common.

Reference:
Patent; EFFECTOR THERAPEUTICS, INC.; Sprengeler, Paul A.; Reich, Siegfried H.; Ernst, Justin T.; Webber, Stephen E.; (55 pag.)US2017/121339; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 34270-90-1, 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. 34270-90-1, name is 1-Iodo-2-(2-iodoethoxy)ethane, This compound has unique chemical properties. The synthetic route is as follows.

Step 2: To a 1 L flask filled with 2-chloroethylether (7 mL, 60 mmol) and acetone (280 mL) was added sodium iodide (45 g, 300 mmol). The reaction was heated at reflux under nitrogen for 7 d. The reaction was filtered and the filtrate was concentrated to yield crude 1-iodo-2-(2-iodoethoxy)ethane.To a mixture of 1-iodo-2-(2-iodoethoxy)ethane (848 mg, 2.6 mmol), LHMDS (5 mL, 1.0 M), and THF (5 mL) was added a solution of methyl 1-benzyl-4-(cyanomethyl)-1H-pyrrole-2-carboxylate (500 mg, 2.0 mmol) in THF (2.5 mL). The reaction was complete after stirring at room temperature for 15 min. An aqueous solution of saturated ammonium chloride was added followed by ethyl acetate and water. The mixture was extracted with ethyl acetate (1¡Á) and the combined organic extracts were washed with brine (1¡Á), dried over magnesium sulfate, and concentrated. The crude product was purified by chromatography on silica gel (0-50% ethyl acetate/hexane) to yield the pure methyl 1-benzyl-4-(4-cyanotetrahydro-2H-pyran-4-yl)-1H-pyrrole-2-carboxylate. MS: (M+H)+=324.8.

The chemical industry reduces the impact on the environment during synthesis 1-Iodo-2-(2-iodoethoxy)ethane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Wyeth; US2009/137554; (2009); 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. 391211-97-5, name is 3,4-Difluoro-2-((2-fluoro-4-iodophenyl)amino)benzoic acid, A new synthetic method of this compound is introduced below., Safety of 3,4-Difluoro-2-((2-fluoro-4-iodophenyl)amino)benzoic acid

To a stirred mixture of 3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino] benzoic acid (12 g, 30.5 mmol), prepared using procedures similar to those described in US 7,019,033, in dichloromethane (70 mL) at 0 C was added pyridine (2.5 mL, 30.8 mmol) followed by dropwise addition of cyanuric fluoride (2.8 mL, 33.6 mmol). The reaction mixture was stirred at 0 C for 10 minutes and then warmed to room temperature and stirred for 2 hours. The reaction mixture was diluted with water and extracted with dichloromethane (100 mL). The aqueous layer was extracted once with dichloromethane (50 mL). The combined organic layers were washed with saturated aqueous sodium bicarbonate solution, brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give crude product as a brownish solid. Crude product was purified by flash chromatography (plug, 25% ethyl acetate in hexanes) to afford 3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino] benzoyl fluoride as a beige solid (11.8 g, 97% yield). 1H NMR (400MHz, CD3OD): 8.41 (s, IH), 7.80-7.81 (m, IH), 7.52 (dd, IH), 7.43-7.47 (m, IH), 6.96-7.03 (m, IH), 6.85-6.92 (m, IH).

The synthetic route of 391211-97-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EXELIXIS, INC.; WO2008/76415; (2008); 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. 51560-21-5, name is 1,4-Diiodo-2,5-dimethoxybenzene, A new synthetic method of this compound is introduced below., Product Details of 51560-21-5

The compound was synthesized following the method described in Zhao and Schanze, Chem. Commun 2010, 46, 6075-6077, but using compound 6 as the amine. NMR (CD Cl 3, 300 MHz, 6ppm): 7.14 (s, 2H), 6.55 (br, s, 2H), 4.66 (br, s, 6H), 4.34 (s, 4H), 3.03 (m, 12H), 1.76 (m, 12H), 1.45 (m; 12H), 1.43 (s, 54H). 13C NMR (CDCh, 75 MHz, 5ppm): 166.0, 156.2, 151.7 122.7, 86.5, 79.4, 68.7, 58.9, 40.9, 32.9, 28.7, 24.2. HRMS: (ESI+) m/z calcd for CeoHiiuHNsOie [(M + H)]+ 1447.5732, found 1447.5706.

The synthetic route of 51560-21-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HUANG, Yun; LI, Zhiliang; SCHANZE, Kirk; RISINGER, April; (42 pag.)WO2019/169169; (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. 63279-58-3, name is 1-Bromo-4-iodonaphthalene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 1-Bromo-4-iodonaphthalene

Synthesis Example 21-Bromo-4-(4-n-propylphenylethynyl)naphthalene15.3 g (43.6 mmol) of 1-iodo-4-bromonaphthalene and 7.25 g (5.3 mmol) of 4-n-propylphenylacetylene are initially introduced in 200 ml of NEt3, 170 mg (0.9 mmol) of copper(I) iodide and 600 mg (0.9 mmol) of bis-(triphenylphosphine)palladium(II) chloride are added, and the mixture is refluxed for 30 minutes.The batch is cooled, water and heptane are added, and the phases are separated.The organic phase is washed with saturated sodium chloride solution, dried over sodium sulfate, filtered and evaporated in a rotary evaporator.The residue is purified by column chromatography (SiO2, heptane), and the further purification is carried out by recrystallisation from isopropanol.

The synthetic route of 63279-58-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck Patent Gesellschaft Mit Beschrankter Haftung; US2012/267571; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com