Month: May 2021

Application of 1027513-14-9, 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. 1027513-14-9, name is 1-Fluoro-3-iodo-5-(trifluoromethyl)benzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

10284] The reaction was carried out according to Scheme1, Step-5, using tert-butyl (Z)-(2-(4-(i-(3-fluoro-i-(tetra-hydro-2H-pyran-2-yl)- 1 H-indazol-5-yl)-2-(4,4,5,5-tetram-ethyl-i ,3,2-dioxaborolan-2-yl)but-i -en-i -yl)-phenoxy) ethyl)carbamate (950 mg, 1.8 mmol) for compound 208 and 1 -fluoro-3-iodo-5-(trifluoromethyl)benzene (523 mg, 1.8 mmol) for compound 209. The crude product was purified by silica gel chromatography (2:8 EtOAc in n-hexane) to give the title compound of Ex. 3, Step-4 (0.5 g, 4 1%).

The synthetic route of 1-Fluoro-3-iodo-5-(trifluoromethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eisai R&D Management Co., Ltd.; BOCK, Mark; HAO, Ming-Hong; KORPAL, Manav; NYAVANANDI, Vijay Kumar; PUYANG, Xiaoling; SAMAJDAR, Susanta; SMITH, Peter Gerard; WANG, John; ZHENG, Guo Zhu; ZHU, Ping; (141 pag.)US2016/347717; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 52107-68-3,Some common heterocyclic compound, 52107-68-3, name is 5-Iodo-2-methylbenzonitrile, molecular formula is C8H6IN, 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 dry flask under N2 atmosphere wasadded anhydrous diglyme (46 mL) and diisopropylamine (5.5 mL, 38.8 mmol). The solution was cooled to -78C in a dry ice bath, then n-butyllithium (2.5 M in hexanes, 5.53 mL) was added slowly. Benzonitrile intermediate 15 (2.4 g, 9.7 mmol) was dissolved in~3mL dry diglyme and added slowly dropwise to the reaction and was allowed to stir at -78C for 60 minutes. Ethyl-3,3-dimethyl acrylate (4.05 mL, 29.1 mmol) was added dropwise and allowed to stir an additional 1 hour at -78C. Concurrently, ZnI2 was generated in situ in a separate flame-dried flaskcontaining dry diglyme (15 mL). After addition of zinc powder (1.59 g, 24.3 mmol) to the flask, iodine (4.92 g, 19.4mmol) was added portionwise over 20 minutes to the reaction (warning:exothermic). The reaction vessel was warmed in 30 second bursts with a heat gun until the color of iodine was replaced with a metallic silver color. The suspension was allowed to cool to room temperature, then added to the first reaction mixture after its 2nd hour of stirring at -78C, and then allowed to slowly warm to room temperature over the course of 2 hours. The reaction was quenched with sat. aq. NH4Cl solution then extracted 3x with diethyl ether. The combined organic extract waswashed 3x with water and 1x with brine, then isolated, dried over MgSO4, vacuum filtered, and concentrated in vacuo. Purification via flash chromatography (0-15% EtOAc:hex) isolated 1.9 g of the desired product; a second flash chromatography purification of impure fractions resulted in an additional 400 mg to combine for 2.3 g of a light yellow solid (63% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Iodo-2-methylbenzonitrile, its application will become more common.

Reference:
Article; Yestrepsky, Bryan D.; Kretz, Colin A.; Xu, Yuanxi; Holmes, Autumn; Sun, Hongmin; Ginsburg, David; Larsen, Scott D.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 6; (2014); p. 1538 – 1544;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route 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

Synthetic Route of 1097871-23-2, These common heterocyclic compound, 1097871-23-2, name is 1-Chloro-2,5-difluoro-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.

Copper(I) iodide (69.4 mg, 0.364 mmol), 2-phenylphenol (93.0 mg, 0.546 mmol) and cesium carbonate (1.78 g, 5.46 mmol) were added to a dry flask under nitrogen. Ethyl malonate (1.11 mL, 7.29 mmol) was added to the mixture, followed by l-chloro-2,5-difluoro-4- iodobenzene (1.00 g, 3.64 mmol) in tetrahydrofuran (3.64 mL, 44.9 mmol). The reaction mixture was sealed and heated to 90C. After 12 hours, the reaction mixture was allowed to cool to room temperature and then diluted with saturated NH4Cl and EtOAc. The organic layer was separated, dried and filtered through Celite. The brown oil was purified via silica gel chromatography (0-30% EtOAc-hexane) to give diethyl 2-(4-chloro-2,5-difluorophenyl)malonate (0.65 g, 58%). 1H NMR (400 MHz, CDCl3) delta 7.37 (dd, J = 6.3, 9.3, IH), 7.17 (dd, J = 6.1, 8.9, IH), 4.91 (s, IH), 4.33 – 4.14 (m, 4H), 1.28 (t, J = 7.2, 6H).

The synthetic route of 1097871-23-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; WO2009/6567; (2009); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 13101-40-1, 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. 13101-40-1, name is 1-Bromo-3-chloro-5-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Potassium carbonate (as 2 M aqueous solution, 2 eq.) was degassed with nitrogen for 30 min. Dioxane (976 ml) was also degassed with nitrogen for 30 min. The THF flask was then charged with corresponding 9-phenanthreneboronic add (10 mmol, 1.32 eq.), previously synthesized formula 6 intermediate (78 g, 1 eq.) and tetrakis(triphenylphosphin)palladium(o) (0.035 eq.) under a positive nitrogen pressure. The degassed potassium carbonate solution was added, nitrogen purged reflux condenser was attached to the flask and a reaction mixture heated to 65 C with stirring for 48 h. The mixture was allowed to cool down to the room temperature, dioxane was evaporated. Extraction with 1.75 L chloroform was performed. After washing the organic layer with 5 x 250 mL water, it was dried over MgSOq and filtered over silicagel layer. Evaporation almost to dryness followed by hexane addition provided a precipitate that was still colored. Further washing with Na2S20s sat. aqueous solution afforded 49.2g (54%) product, m/z 366, 368 [M]+

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-Bromo-3-chloro-5-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVALED GMBH; SCHULZE, Benjamin; CARDINALI, Francois; SCHOLZ, Johannes; (74 pag.)WO2019/201621; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 845866-78-6, 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. 845866-78-6, name is 1-Bromo-3-iodo-5-(trifluoromethoxy)benzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A 5 mL microwave vial was charged with l-bromo-3-iodo-5-(trifluoromethoxy)benzene(98 mg, 0.27 mmol), (6-methylpyridin-3-yl)methanamine (50 mg, 0.41 mmol), molybdenum hexacarbonyl (160 mg, 0.61 mmol), palladium acetate (8 mg, 0.036 mmol), l,8-diazabicyclo[5.4.0]undec- 7-ene (120 mg, 0.79 mmol), and 1,4-dioxane (2 mL). The vial was sealed under nitrogen and the reaction was subjected to microwave irradiation at 120 0C for 20 minutes. After cooling, the mixture was purified via flash chromatography to afford the desired product as a white solid. LC-MS: 391.2 [M+l]+; 1H NMR (CDCl3, 400 MHz): 8.43 (d, J = 2.1 Hz, IH), 7.85 (t, J = 1.5 Hz, IH), 7.63-7.61 (m, 2H), 7.52 (s, IH), 7.16 (d, J = 8.0 Hz, IH), 6.74 (br, IH), 4.60 (d, J = 5.8 Hz, 2H), 2.55 (s, 3H).

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-Bromo-3-iodo-5-(trifluoromethoxy)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; RENOVIS, INC.; WO2009/110985; (2009); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 3824-21-3, 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. 3824-21-3, name is 2-Fluoro-4-iodo-1-methoxybenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

2-fluoro-6-iodo-3-methoxybenzoic acidInto an 100-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed a solution of 2-fluoro-4-iodo-1-methoxybenzene (5.00 g, 19.84 mmol, 1.00 equiv) in tetrahydrofuran (40 mL) with stirring at -78 C. This was followed by the addition of LDA (1.8 N, 11 mL, 1.10 equiv, in THF solution) dropwise at -78 C. The resulted solution was stirred for 1h at -78 C. Carbon dioxide was bubbled into the reaction solution with stirring. The reaction mixture was warmed up to room temperature and stirred overnight. Then it was concentrated under vacuum and diluted with sodium hydroxide aqueous solution (30 mL, 4N). The mixture was extracted with 30 mL of ethyl acetate. The pH value of the aqueous phase was adjusted to 2.0 with 2N hydrochloride aqueous solution. The resulted solution was extracted with 3×50 mL of ethyl acetate. The organic layers were combined and concentrated under vacuum. This resulted in 3.10 g (53%) of 2-fluoro-6-iodo-3-methoxybenzoic acid as light yellow solid. LC-MS (ESI) m/z: calculated for C8H6FIO3: 296. found: 295[M-1]-.

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, 2-Fluoro-4-iodo-1-methoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Global Blood Therapeutics, Inc.; Li, Zhe; Xu, Qing; Yu, Chul; Yee, Calvin; Gwaltney,, II, Stephen L.; Metcalf, Brian W.; Richards, Steven; Lardy, Matthew A.; Setti, Lina; Sham, Hing; US2015/315198; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 89976-43-2, name is 4-Iodo-N-methylbenzamide, 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 89976-43-2, Computed Properties of C8H8INO

2e) N-Methyl-4-trimethylsilanylethynyl-benzamide A mixture of 4-iodo-N-methylbenzenamide (26.1 g, 0.1 mole), 2.5 g of PdCl2(PPh3)2 (3,5%) and 1.6 g Cul (8%) in 200 ml of toluene was stirred for 30 min under argon. Than 1-ethynyl(trimethyl)silane (10 g, 0.102 mole) and Et3N (40.4 g, 0.4 mole) was added. This mixture was stirred for 2-3 hours under argon at r.t. Sub products were filtered off. The solvent was evaporated product was purified by flash chromatography with CHCl3. Chloroform was evaporated and product was crystallized from hexane. Yield – 17.65 g (75.7%)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Iodo-N-methylbenzamide, and friends who are interested can also refer to it.

Reference:
Patent; Bayer Schering Pharma Aktiengesellschaft; EP2020404; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 141738-80-9, name is 3-Chloro-4-iodobenzotrifluoride, 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. Formula: C7H3ClF3I

In 2-chloro-1-iodo-4 – (trifluoromethyl) benzene (100 mg, 0 . 33mmol), acrylic acid (0.029 ml, 0 . 42mmol) palladium (II) and acetic acid (3.7 mg, 0 . 016mmol) the acetonitrile solution (1.0 ml) is added triethylamine (0.11 ml, 0 . 82mmol), for the microwave irradiation, for 110 C stirring 30 minutes. The reaction mixture after cooling to room temperature, filtered using silicon, the minute filters insolubles. To the filtrate 1N dilute acid solution, after extraction with ethyl acetate, the organic layer with anhydrous magnesium sulfate drying. After the desiccant filter and the obtained concentrated under reduced pressure the residue by silica gel column chromatography (methanol/dichloromethane) refining, to obtain the title compound (75 mg, 92%).

The synthetic route of 3-Chloro-4-iodobenzotrifluoride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHUGAI SEIYAKU KABUSHIKI KAISHA; MURATA, TAKESHI; HARA, SOUSUKE; NIIZUMA, SATOSHI; HADA, KIHITO; KAWADA, HATSUO; SAKAITANI, MASAHIRO; SHIMADA, HIDEAKI; NAKANISHI, YOSHITO; (453 pag.)TW2016/5805; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 914106-26-6, 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. 914106-26-6, name is 4-Chloro-3-iodobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 4-chloro-3-iodobenzonitrile (0.80 g, 3.0 mmol) in THF (16 mL) under nitrogen was added BH3-THF (1M in THF, 4.8 mL, 4.8 mmol). After stirring for 30 minutes at room temperature, the reaction mixture was heated to reflux for 8 hours. The reaction mixture was cooled to 0C, and a 2M aqueous HCI solution (4.5 mL) was added slowly. The reaction mixture was allowed to warm to room temperature, and heated to reflux for 2.5 hours. After cooling to room temperature, the mixture was concentrated in vacuo to yield crude Intermediate 6A which was used without purification. 1H NMR (CD3OD) delta 8.07 (d, 1H), 7.58 (d, 1H), 7.48 (m, 1H), 4.10 (s, 2H).

The chemical industry reduces the impact on the environment during synthesis 4-Chloro-3-iodobenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; VENENUM BIODESIGN LLC; HUANG, Chia-Yu; SHI, Dongchuan; KULTGEN, Steven G.; MCGUINNESS, Brian F; LETOURNEAU, Jeffrey J.; COLE, Andrew G.; BEASLEY, James R.; (358 pag.)WO2018/5801; (2018); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com