Tag: M.W=300-400

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. 1012882-90-4, name is Ethyl 5-chloro-2-iodobenzoate, This compound has unique chemical properties. The synthetic route is as follows., Formula: C9H8ClIO2

Example B14 A degassed mixture of ethyl 5-chloro-2-iodobenzoate (0.621 g, 2.00 mmol), Pd(PPh3)4 (0.116 mg, 0.1 mmol), quinolin-6-ylboronic acid (0.381 g, 2.2 mmol), K2CO3 (0.553 g, 4.0 mmol), dimethoxyethane (20 mL), and water (5 mL) was heated under reflux overnight. Solvents were removed under reduced pressure. The residue was diluted with sat’d NH4Cl (15 mL) and extracted with EtOAc (3*30 mL). The combined organic layers were dried (MgSO4), concentrated in vacuo and purified by chromatography to afford ethyl 5-chloro-2-(quinolin-6-yl)benzoate (0.244 g, 39% yield) as a colorless oil. MS (ESI) m/z: 312.0 (M+H+).

According to the analysis of related databases, 1012882-90-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Deciphera Pharmaceuticals, LLC; US2008/90856; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 180624-10-6, 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. 180624-10-6, name is Methyl 4-amino-3-iodo-5-methoxybenzoate, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 43-1 (2.5 g, 4.1 mmol), CuCN (1.46 g, 8.2 mmol) in DMF (15 mL*2) was heated to 120 C. and stirred for 1 h under microwave irradiation. The mixture was poured into water (50 mL) and extracted with EA (2×50 mL). The organic phase was concentrated, and the residue was purified by column chromatography using 520% EA in PE to give 43-2 (1.6 g, 95.3%) as a yellow solid. MS: m/z 206.9 [M+H]+.

The chemical industry reduces the impact on the environment during synthesis Methyl 4-amino-3-iodo-5-methoxybenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Alios BioPharma, Inc.; Wang, Guangyi; Beigelman, Leonid; Truong, Anh; Stein, Karin Ann; (234 pag.)US2016/244460; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 1252046-13-1, 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. 1252046-13-1, name is 2-Bromo-5-iodobenzonitrile belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(¡À)-2-bromo-5-(1-hydroxybutyl)benzonitrile A round bottom flask was charged with the 2-bromo-5-iodobenzonitrile (2.00 g, 6.49 mmol) and THF (9 mL). Solution cooled down to -8 C. (ice/brine bath). Turbo Grignard 1.3M in THF (5.50 mL, 7.14 mmol) is then added in one portion and the reaction stirred for 15 minutes at -8 C. Butyraldehyde (0.698 muL, 7.79 mmol) is then charged in another flask and the preformed anion is added over the aldehyde/THF (4 mL) via canula and then, reaction allowed to warmed at room temperature overnight under magnetic stirring. Ammonium chloride (sat. aq.) added to the mixture. Extracted 3* with Ethyl Acetate. Combined organic layers washed with water (1*), with brine (1*), dried over sodium sulfate, filtered and concentrated to afford the crude material. Purification by silica gel flash chromatography (Ethyl Acetate/Heptane) provide the title compound as a yellow oil (1.33 g, 80.6%). 1H NMR (400 MHz, DMSO-d6) delta 0.83 (t, J=7.41 Hz, 3H) 1.18-1.34 (m, 2H) 1.46-1.57 (m, 2H) 4.52-4.58 (m, 1H) 5.37 (d, J=4.88 Hz, 1H) 7.56 (dd, J=8.58, 1.95 Hz, 1H) 7.79 (d, J=8.39 Hz, 1H) 7.81 (d, J=2.15 Hz, 1H); MS (M): 255.

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-Bromo-5-iodobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Pfizer Inc.; US2012/165343; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 14192-12-2, name is 2,5-Diiodobenzoic 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 14192-12-2, Product Details of 14192-12-2

Example 18 5-Chloro-N-((1-(2-methoxycarbonyl-4-(2-oxopyridin-1(2H)-yl)phenyl)-1H-imidazol-4-yl)methyl)thiophene-2-carboxamide (29) To a solution of 2,5-diiodobenzoic acid (1.00 g, 2.67 mmol) in anhydrous MeOH (15 mL) cooled in an ice-bath, SOCl2 (0.50 mL, 6.85 mmol) was cautiously added (exothermal reaction). After the addition, the solution was heated at reflux overnight. It was then concentrated in vacuo to give methyl 2,5-diiodobenzoate (1.04 g).

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; Millennium Pharmaceuticals, Inc.; US2007/259924; (2007); 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 19393-94-3 as follows. Quality Control of 2,4-Dibromo-1-iodobenzene

Synthesis of Intermediate A2; Intermediate A1 (2.5 g, 6.9 mmoles), 1-pyreneboronic acid (1.7 g, 6.9 mmoles) and tetrakis(triphenylphosphine)palladium(0) (0.24 g, 0.21 mmoles, 3% Pd) were suspended in 1,2-dimethoxyethane (20 mL) under a nitrogen atmosphere, to which was then added a 2M sodium carbonate aqueous solution (2.2 g, 21 mmoles, 3 eq./10 mL), and the mixture was refluxed for 10 hours. Toluene (150 mL) and water (50 mL) were added to the reaction mixture, an organic layer was aliquoted, washed with saturated salt water (50 mL) and then dried over anhydrous magnesium sulfate, and the solvent was distilled off to obtain a pale yellow solid. This was purified by means of column chromatography (silica gel/hexane and 17% dichloromethane) to obtain a white solid (1.9 g, 63%). 1H-NMR (400 MHz, CDCl3, TMS): delta7.32 (1H, d, J = 8 Hz), 7.60 (1H, dd, J = 8 Hz, 2 Hz), 7.68 (1H, d, J = 9 Hz), 7.83 (1H, d, J = 8 Hz), 7.96 to 8.02 (3H, m), 8. 10 (2H, s), 8.16 (1H, d, J = 8 Hz), 8.20 (1H, d, J = 8 Hz), 8.21 (1H, d, J = 8 Hz)

According to the analysis of related databases, 19393-94-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Idemitsu Kosan Co., Ltd.; EP2316816; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 41253-01-4, These common heterocyclic compound, 41253-01-4, name is 3-Nitro-5-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.

Into a 50 mL round bottom flask was placed the 1-iodo- 3-nitro-5- (trifluoromethyl)benzene (1 g, 3.15 mmol) , N- methylpiperazine (0.379g, 3.78 mmol), bis(dibenzylideneacetone)palladium(0.029 g, 0.0315 mmol), sodium tert-butoxide (0.424 g, 4.416 mmol), 2-dicyclohexyl- 2′- (N,N-dimethylamino)biphenyl (0.037 g, 0.094 mmol) , and toluene (25 mL) . Reaction was heated to 800C with stirring for 20 hours. Reaction was cooled to room temperature and water (1 mL) and ethyl acetate (10 mL) were added. The organic layer is separated, concentrated under reduced pressure and purified via silica column eluting with 0 to 20% methanol in dichloromethane. The title compound was obtained as an orange oil.

The synthetic route of 41253-01-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; WO2006/44823; (2006); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 19393-94-3, name is 2,4-Dibromo-1-iodobenzene, 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 19393-94-3, Computed Properties of C6H3Br2I

General procedure: An oven-dried Schlenk tube was charged with a magneticstir bar, binucleophile 2-mercaptobenzimidazole 2 (1.0 mmol, 1.0 equiv), CuI(0.1 mmol, 10 mol %), phen (0.2 mmol, 20 mol %), and K2CO3 (2.0 mmol, 2equiv). The tube was capped and then evacuated and backfilled with nitrogen(3 times). Under a positive pressure of nitrogen, a solution of o-dihaloarene 1(1.05 mmol, 1.05 equiv) in DMF (3 mL) was added via syringe. The tube wassealed and allowed to stir at 120 C (monitored by TLC). After being cooled toroom temperature, EtOAc (40 mL) was added and the mixture was washedwith brine (20 mL 3). The organic phase was dried over Na2SO4 andconcentrated. The residue was purified by column chromatography on silicagel using petrol/EtOAc (10:1?3:1, v:v) as eluent to give product 3.

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, 2,4-Dibromo-1-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Gao, Jilong; Zhu, Jiaoyan; Chen, Lubin; Shao, Yingying; Zhu, Jiaqi; Huang, Yijia; Wang, Xiaoxia; Lv, Xin; Tetrahedron Letters; vol. 55; 22; (2014); p. 3367 – 3373;,
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. 249647-25-4, name is 3-Bromo-4-iodobenzoic acid, A new synthetic method of this compound is introduced below., name: 3-Bromo-4-iodobenzoic acid

STEP 1 : 3-BROMO-4-IODO-N-(METHYLSULFONYL)BENZAMIDE (INTERMEDIATE D)[00338] A suspension of l-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.586 g, 3.06 mmol), 4-(dimethylamino) pyridine (0.561 g, 4.59 mmol), methanesulfonamide (0.128 ml, 1.835 mmol) and 3-bromo-4-iodobenzoic acid (0.5 g, 1.529 mmol, HDH Pharma) was shaken at ambient temperature for 16 h. The reaction mixture was purified by reverse phase HPLC using water and acetonitrile and TFA as modifier to obtain Intermediate D (0.268 g, 0.663 mmol, 43.4 % yield) as a white sticky, solid. MS (ESI, positive ion) m/z 405.0.

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; AMGEN INC.; BREGMAN, Howard; CHAKKA, Nagasree; DIMAURO, Erin F.; GAO, Hua; GUNAYDIN, Hakan; HUANG, Hongbing; OLIVIERI, Philip; SCHENKEL, Laurie; WEISS, Matthew; WO2015/51043; (2015); 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. 1252046-13-1, name is 2-Bromo-5-iodobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 2-Bromo-5-iodobenzonitrile

Under an argon atmosphere, to a 500 ml, three-neck flask, 5.00 g of (6-bromopyridin-3-yl)boronic acid, 7.63 g of 2-bromo-5-iodobenzonitrile, 0.28 g of Pd(OAc)2, 1.02 g of SPhos, and 10.52 g of K3PO4 were dissolved in 120 ml of a deaerated mixture solvent of toluene/ethanol/water (10:1:2), followed by stirring at about 80 C. for about 12 hours. After finishing the reaction, water was added, and extraction with CH2Cl2 was conducted. An organic layer was separated and dried with MgSO4, and solvents were removed by distillation under a reduced pressure. The crude product thus obtained was separated by silica gel column chromatography to obtain 6.20 g (yield 74%) of Intermediate O. The molecular weight of Intermediate O measured by FAB-MS was 338.

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 1252046-13-1.

Reference:
Patent; Samsung Display Co., Ltd.; SAKAMOTO, Naoya; (128 pag.)US2019/296247; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 4044-58-0, These common heterocyclic compound, 4044-58-0, name is 1-Bromo-8-iodonaphthalene, 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 Cul (1.57 g, 8.26 mmol, 1.1 eq) and KF (479 mg, 8.26 mmol, 193 pL, 1.1 eq) was thoroughly mixed and heated to 150 C under vacuum by using oil pump with heat gun with gentle shaking until an homogemeous greenish color was obtained. To the mixture was added DMSO (50 mL), trimethyl(trifluoromethyl)silane (3.20 g, 22.5 mmol, 3.0 eq) and l-bromo-8-iodo-naphthalene (2.5 g, 7.51 mmol, 1.0 eq) was added and the slurry was heated to 25 C for 16 h. The reaction mixture was diluted with ethyl acetate (50 mL) and washed with water (3 c 30 mL). The combined organic layers were washed with brine (20 mL), dried over Na2S04, filtered and concentrated under reduced pressure to give a residue. The residue was purified by prep-HPLC (column: Phenomenex Synergi C18 150*25* lOpm; mobile phase: [water (0.225% FA) – ACN]; B%: 66%- 86%, lOmin). l-bromo-8- (trifluoromethyl)naphthalene (900 mg, 3.14 mmol, 42% yield, 96% purity) was obtained as a white solid. (0758) [0436] *H NMR (400MHz, chloroform-d) d = 8.12 (d, J= 7.6 Hz, 1H), 8.10 – 8.02 (m, 2H), 7.90 (dd, J = 1.2, 8.0 Hz, 1H), 7.54 (t, J= 7.6 Hz, 1H), 7.37 (t, .7= 7.6 Hz, 1H).

Statistics shows that 1-Bromo-8-iodonaphthalene is playing an increasingly important role. we look forward to future research findings about 4044-58-0.

Reference:
Patent; MIRATI THERAPEUTICS, INC.; ARRAY BIOPHARMA, INC.; MARX, Matthew, Arnold; BLAKE, James, F.; FELL, Jay, Bradford; FISCHER, John, P.; MEJIA, Macedonio, J.; (164 pag.)WO2020/47192; (2020); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com