Month: May 2021

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. 172681-47-9, name is 2-Amino-6-iodotoluene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 2-Amino-6-iodotoluene

B2pin2 (140 mg, 0.55mmol, 1.1 equiv) and aniline 17 (117 mg, 0.5 mmol, 1.0 equiv) were weighed in a 25mL round-bottom flask. MeCN (2mL) and t-BuONO (86 mg, 0.75 mmol, 1.5 equiv) were then added insuccession. The resulting reaction solution was stirred for 3 h at 80 C (N2 evolution completed within 5 to15 min). The solution was then concentrated under reduced pressure, and the crude residue was purifiedby flash chromatography (silica gel, hexane/EtOAc = 40:1) to give pinacol boronate ester 18 (91.2 mg) in53% yield. The following deprotection and dean-stark procedure was same as preparing 1t.23

The synthetic route of 172681-47-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Renhe; Liu, Feipeng; Dong, Guangbin; Chem; vol. 5; 4; (2019); p. 929 – 939;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 74128-84-0, name is 2-Bromo-1-iodo-3-methoxybenzene, 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 74128-84-0, Formula: C7H6BrIO

An oven-dried 10 mL microwave reaction vial which was equipped with a magnetic stir bar was sequentially charged with Pd2(dba)3 (2.9 mg, 0.003 mmol), SPhos (2.9 mg, 0.007 mmol), K3PO4 (203 mg, 0.96 mmol), (2,4,6-trimethyl-[1,1?-biphenyl]-3-yl)boronic acid (115 mg, 0.48 mmol), 2-bromo-1-iodo-3-methoxybenzene (100 mg, 0.32 mmol) and anhydrous toluene (0.64 mL) inside a glove-box. The vial was sealed and the reaction mixture was allowed to stir at 110 C. for 16 h. The reaction mixture was cooled and water (20 mL) was added. The mixture was extracted with EtOAc (3×25 mL) and the combined organic extracts were washed with brine, dried over Na2SO4, filtered and the solvent was removed with the aid of a rotary evaporator. The crude material was purified by gravity column chromatography (silica gel, 2:98 EtOAc:hexanes) to afford an off-white colored solid (0.106 g, 87% yield). H NMR (600 MHz, CDCl3) delta 7.41-7.38 (m, 2H), 7.38-7.28 (m, 2H), 7.18-7.14 (m, 2H), 7.03 (s, 1H), 6.86 (dd, 3JH,H=8.4 Hz, 4JH,H=1.2 Hz, 1H), 6.79 (dd, 3JH,H=7.8 Hz, 4JH,H=1.8 Hz, 1H), 3.93 (s, 3H), 2.03 (s, 3H), 1.97 (s, 3H), 1.63 (s, 3H).

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; Agency for Science, Technology and Research; Johannes, Charles W.; Robins, Edward G.; Jong, Howard; Lim, Yee Hwee; Chia, Saei Weng; Yang, Yong; Podichetty, Anil; (84 pag.)US2016/207034; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 1427311-76-9,Some common heterocyclic compound, 1427311-76-9, name is (S)-1-(4-Iodo-5-methoxy-2-nitrophenyl)-2,2-dimethylpropan-1-ol, molecular formula is C12H16INO4, 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.

DMAP (502 mg, 4.1 mmol) and MsCl (238 muIota,, 3 Alpha mmol) were added to a solution of compound 18 (680 mg, 1.0 mmol) in anhydrous CH2C12 (6.0 mL) at 0C under a nitrogen atmosphere. The reaction was stirred at 0C for 10 min and then diluted with CH2C12 (20 mL). The solution was applied on a short silica gel plug (2 x 3 cm) and was eluted quickly with a hexane/ethyl acetate/triethylamine solvent system (80 mL, volume ratio: 80/20/0.5). The eluent was concentrated in vacuo, and the residue was mixed with (5)- l-(4-iodo-5- methoxy-2-nitrophenyl)-2,2-dimethyl-l -propanol (500 mg, 2.1 mmol). The mixture was heated at 1 15C for 45 min under a nitrogen atmosphere, cooled to room temperature and dissolved in THF (10 mL). w-Bu4NF (1.07 g, 3.40 mmol) was added and the mixture was stirred at room temperature for 12 hours and then concentrated in vacuo. The residue was dissolved in CH2C12 (50 mL) and washed with brine (50 mL), and the aqueous phase was extracted with CH2C12 (20 mL) two times. The combined organic phase was dried over Na2S04, concentrated in vacuo, and the residue was purified by silica gel chromatography to yield 2-amino-6-chloro-9-(P-D-2′-deoxyribofuranosyl)-7-[(5)-l-(4-iodo-5-methoxy-2- nitrophenyl)-2,2-dimethyl-propyloxy]-methyl-7-deazapurine 56 (125 mg, 18% for three steps). 1H NMR (400 MHz, CDCl3): delta 8.24 (s, 1 H, Ph-H), 7.04 (s, 1 H, Ph-H), 6.91 (s, 1 H, H-8), 6.17 (dd, 1 H, J = 6.0 and 8.4 Hz, Eta-Gamma), 5.18 (s, 1 H, Ph-CH), 5.11 (br s, 2 H, NH2), 4.71 (m, 1 H, H-3′), 4.59 ( dd, 2 H, J = 12.4 and 24.4 Hz, 7-CH2), 4.13 (m, 1 H, H-4′), 3.96 (s, 3 H, OCH3), 3.88 (m, 1 H, H-5’a), 3. 79 (m, 1 H, H-5’b), 2.76 (m, 1 H, H-2’a), 2.32 (m, 1 H, H-2’b), 0.81 (s, 9 H, (CH3)3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (S)-1-(4-Iodo-5-methoxy-2-nitrophenyl)-2,2-dimethylpropan-1-ol, its application will become more common.

Reference:
Patent; LASERGEN, INC.; STUPI, Brian, Philip; LI, Hong; WU, Weidong; HERSH, Megan, N.; HERTZOG, David; MORRIS, Sidney, E.; METZKER, Michael, L.; WO2013/40257; (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 1150617-63-2 as follows. COA of Formula: C7H7ClIN

To a solution of 5-chloro-2-iodo-3-methylaniline (325 mg, 1.21 mmol), PEPPSI-IPr (50.5 mg, 0.0729 mmol) and sodium tert-butoxide (193 mg, 1.94 mmol) in toluene (4 mL) is added 2-bromopropene (0.136 mL, 1.52 mmol). The mixture is heated at 175C for 15 min in the microwave, then at 215C for 20 min. The RM is concentrated under reduced pressure, and purified by FC, eluting with heptane/DCM 1 :0 to 3:1. This afforded the title compound as a yellow solid (71 mg, 33%). LC-MS A: tR = 0.89 min; [M+H]+ = 180.29. A.1.60. 6-Chloro-N-(2-(5,7-difluoro-2,4-dimethyl-1H-indol-1-yl)ethyl)pyrimidin-4-amine The title compound is prepared according to the synthesis of A.1.1. described above using 2-(5,7-difluoro-2,4- dimethyl-1 H-indol-1-yl)ethan-1-amine; LC-MS A: tR = 0.94 min; [M+H]+ = 336.96.

According to the analysis of related databases, 1150617-63-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; FRETZ, Heinz; LYOTHIER, Isabelle; POTHIER, Julien; RICHARD-BILDSTEIN, Sylvia; SIFFERLEN, Thierry; WYDER PETERS, Lorenza; POZZI, Davide; CORMINBOEUF, Olivier; (306 pag.)WO2017/85198; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 52914-23-5, These common heterocyclic compound, 52914-23-5, name is 2-(4-Iodophenyl)ethanol, 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 1.14 g (4.60 mmol) of 2-(4-iodophenyl)ethanol, 0.88 g (6.89 mmol) of 4-chlorophenol, 2.99 g (9.20 mmol) of cesium carbonate, 0.14 g (1.38 mmol) of N,N-dimethylglycine and 0.087 g (0.46 mmol) of cuprous iodide in 4 ml of dioxane is heated at 90 C. for 24 hours with thorough stirring under an argon atmosphere. It is cooled to ambient temperature and taken up in 150 ml of ethyl acetate and 50 ml of water. After the phases have settled and been separated, the organic phase is washed with 25 ml of water and 25 ml of saturated aqueous sodium chloride solution, dried over magnesium sulphate and evaporated to dryness. The residue is purified by chromatography on silica gel, eluting with an 85/15 then 75/25 mixture of cyclohexane and ethyl acetate, to give 0.68 g of product in the form of an oil.

The synthetic route of 52914-23-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sanofi-Aventis; US2006/14830; (2006); 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., Formula: C7H3BrIN

To 2-bromo-5-iodobenzonitrile (1457 mg, 4.730 mmol) in tetrahydrofuran (10 mL) at -40 C. was added isopropyl magnesium chloride.lithium chloride (1.3 M in THF, 4.4 mL, 5.7 mmol) dropwise. The mixture was stirred at -40 C. for 10 minutes, and was then treated with cyclobutanone (0.4 mL, 5.2 mmol) dropwise at -40 C. The reaction mixture was warmed to room temperature and stirred at that temperature for 16 hours. The reaction mixture was poured into water (10 mL) and extracted with ethyl acetate (3*20 mL). The combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo to give the title compound which was used directly in the next step without further purification.

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; PFIZER INC.; Bhattacharya, Samit; Cameron, Kimberly; Dowling, Matthew; Fernando, Dilinie; Ebner, David; Filipski, Kevin; Kung, Daniel; Lee, Esther; Smith, Aaron; Tu, Meihua; US2013/267493; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 261903-03-1, name is 2-Bromo-4-iodobenzaldehyde, 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 261903-03-1, Recommanded Product: 2-Bromo-4-iodobenzaldehyde

Example 91; Lambda/-hydroxy-6-[4-(pyridin-3-ylethynyl)phenyl]isoquinoline-8-carboxamide; A. Lambda/-[(Z)-(2-bromo-4-iodophenyl)methylidene]-2,2-dimethoxyethanamine; To a solution of 2-bromo 4-iodobenzaldehyde (5.0 g, 16.1 mmol) in dry toluene (50 mL) was added aminoacetaldehyde dimethyl acetal (3.5 mL, 32.2 mmol) at room temperature. The reaction mixture was refluxed under Dean-Stark trap for 18 h. The solvent was evaporated under reduced pressure to obtain the title compound (6.2 g, crude) as an off-white solid. LC-MS: [M, M+2]+ 399.7 Mass: calculated for CnHi3BrINO2, 398.04 1H NMR (400 MHz, delta ppm, CDCl3): delta 8.56 (s, IH), 7.94 (d, IH), 7.74 (d, IH), 7.67 (m, IH), 4.68 (t, IH), 3.81 (d, 2H), 3.42 (s, 6H).

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; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BENENATO, Kerry, Ellen; CHOY, Allison, Laura; HALE, Michael, Robin; HILL, Pamela; MARONE, Valerie; MILLER, Matthew; WO2010/100475; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 41252-97-5, These common heterocyclic compound, 41252-97-5, name is 4-Iodo-2-nitrotoluene, 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.

To a solution of 4-iodo-l-methyl-2-nitro-benzene (25.0 g, 107 mmol) in 300 mL of ethanol was added sulfided platinum (3.00 g) and ammonium formate (20.3 g, EPO 321 mmol). The mixture was heated to reflux for 12 h and then cooled to 22 C, filtered through Celite and concentrated in vacuo. The resulting residue was diluted with H2O (300 mL) and extracted with 3 x 200 mL CH2Cl2. The organic fractions were combined, washed with brine, dried over Na2SO4 and concentrated in vacuo to give b (21.1 g, 95%): MS m/z = 234 (M+H).

The synthetic route of 41252-97-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; WO2006/41773; (2006); A2;,
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. 19231-06-2, name is Bis(4-methoxyphenyl)iodonium bromide, A new synthetic method of this compound is introduced below., Application In Synthesis of Bis(4-methoxyphenyl)iodonium bromide

Each of the four bis(4-methoxyphenyl)iodonium halides (fluoride, chloride, bromide, iodide) (10 mg) was suspended in C6D6, sealed in a J. Young NMR tube, and heated at 120 C for the times indicated: (fluoride, 2.5 hours; chloride, 5 days; bromide, 5 hours, iodide, 2.5 hours). The reactions were followed by FontWeight=”Bold” FontSize=”10″ H NMR spectroscopy and were deemed completed when a homogeneous solution containing no trace of the diaryliodonium salt starting material was obtained. Representative FontWeight=”Bold” FontSize=”10″ H NMR spectra obtained at the completion of reactions are show in FIG. 1. Different reactivity modes are observed across the series of halides. Thermal decomposition of the diaryliodonium fluoride in d6-benzene gave mostly 4-fluoroanisole and a small amount of 3-fluoroanisole. This side product probably arises from a competing mechanism that involves a benzyne intermediate formed by ortho-proton extraction by the hard base fluoride under these conditions. In contrast, chloride and bromide reacted to provide the corresponding 4-haloanisole in quantitative yield; no 3- halo regioisomers were produced. This can be explained easily; the basicity of chloride and bromide are not high enough to promote benzyne formation by proton abstraction. In contrast to these three reactions, which appear to proceed through two-electron intermediates, the thermal decomposition of bis(4-methoxyphenyl)iodonium iodide produces 4,4′-dimethoxy-biphenyl, h, and an unidentified arene product in addition to the 4-iodoanisole. The biphenyl and h probably result from the formation of free radical intermediates.

The synthetic route of 19231-06-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NUTECH VENTURES; DIMAGNO, Stephen; HU, Bao; WO2015/147950; (2015); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 51738-07-9,Some common heterocyclic compound, 51738-07-9, name is 2-Chloro-6-iodobenzaldehyde, molecular formula is C7H4ClIO, 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.

[0136] To a solution of the appropriate commercially available benzaldehyde or 87 (4.31 mmol) in anhydrous MeOH (15 mL) at rt was added NaOMe (4.31 mmol, 0.5 M in MeOH) and the yellow solution was allowed to stir for 5 min. The appropriate ketone (4.31 mmol) was added dropwise as a solution in MeOH (3 mL). After stirring overnight, the solvent was removed under reduced pressure and the crude was diluted with satd. NH4C1 (20 mL). The aqueous layer was extracted with CH2CI2 (3 x 20 mL) and the combined organic extracts were dried (MgS04) and the solvent distilled off under reduced pressure to afford a crude residue. The crude product was purified by silica flash chromatography to afford the following compounds.

The synthetic route of 51738-07-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NEWLINK GENETICKS CORPORATION; MAUTINO, Mario; KUMAR, Sanjeev; WALDO, Jesse; JAIPURI, Firoz; KESHARWANI, Tanay; WO2012/142237; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com