Tag: M.W=300-400

These common heterocyclic compound, 755027-18-0, name is 1-Bromo-4-iodo-2-methoxybenzene, 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. SDS of cas: 755027-18-0

General procedure: To a degassed solution of 1-bromo-4-iodo-2-methoxybenzene (2.2 g, 7.03 mmol), (4-methoxy-2-nitrophenyl)boronic acid (2.1 g, 10.55 mmol) in DME (80 mL) was added Pd(Ph3P)4 (812 mg, 0.7 mmol) and CsF (2.4 g, 15.82 mmol) under nitrogen. The reaction was then heated to 70 C for 18 h. The reaction was then extracted with EtOAc and water. The organic layer was washed with brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified silica (gradient elution, 3-40% EtOAc/hexanes) to give the title compound (2.7 g, 99%).

The synthetic route of 1-Bromo-4-iodo-2-methoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Rudd, Michael T.; McCauley, John A.; Romano, Joseph J.; Butcher, John W.; Bush, Kimberly; McIntyre, Charles J.; Nguyen, Kevin T.; Gilbert, Kevin F.; Lyle, Terry A.; Holloway, M. Katharine; Wan, Bang-Lin; Vacca, Joseph P.; Summa, Vincenzo; Harper, Steven; Rowley, Michael; Carroll, Steven S.; Burlein, Christine; Dimuzio, Jillian M.; Gates, Adam; Graham, Donald J.; Huang, Qian; Ludmerer, Steven W.; McClain, Stephanie; McHale, Carolyn; Stahlhut, Mark; Fandozzi, Christine; Taylor, Anne; Trainor, Nicole; Olsen, David B.; Liverton, Nigel J.; Bioorganic and Medicinal Chemistry Letters; vol. 22; 23; (2012); p. 7201 – 7206;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 98-61-3, name is 4-Iodobenzenesulfonyl chloride, 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 98-61-3, Formula: C6H4ClIO2S

A suspension of {N-[2-(methoxymethoxy)ethyl)]carbamoyloxymethyl}phenyl (Method 38, 2.4 g, 10 mmol) and 10% palladium on carbon (300 mg) in THB (20 ml) was stirred under an atmosphere of hydrogen at ambient temperature for 18 hours. The catalyst was removed by filtration and the filtrate was placed under nitrogen. Triethylamine (1 ml, 7.5 mmol) and 4-iodophenylsulphonyl chloride (1.82 g, 6 mmol) were added and the mixture was stirred at ambient temperature for 2 hours. The reaction mixture was poured into a mixture of EtOAc (30 ml) and 1M aqueous citric acid solution (30 ml). The phases were separated and the aqueous phase washed with EtOAc (30 ml). The organic extracts were combined, washed 1M aqueous citric acid solution (2*30 ml), brine (30 ml), dried and the volatiles removed by evaporation to yield the title compound (2.18 g, 98%) as a waxy solid. NMR 3.15 (q, 2H), 3.31 (s, 3H), 3.59 (t, 2H), 4.53 (s, 2H), 4.96 (t, 1H), 7.58 (d, 2H), 7.90 (d, 2H); m/z 370 (M-H)-.

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, 4-Iodobenzenesulfonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Breault, Gloria Anne; Newcombe, Nicholas John; Thomas, Andrew Peter; US2004/14776; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 31827-94-8, name is 2-Bromo-1-(4-iodophenyl)ethanone, 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. Quality Control of 2-Bromo-1-(4-iodophenyl)ethanone

E. i. l-(4-iodophenyl)-2-morpholinoethan-l-one: 2-bromo-l-(4-iodo-phenyl)-ethanone (3.8 g; 11.7 mmol) was dissolved in DCM (100 mL). Morpholine (2.02 mL; 23.4 mmol) was added and the reaction mixture was stirred for 2 h. The reaction mixture was washed with water (50 mL). The evaporation residue was purified by CC (Hept-EA) to give the title product as a light yellow solid (3.3 g; 85% yield). XH NMR (i/tf-DMSO) delta: 7.93-7.90 (m, 2H); 7.76-7.73 (m, 2H); 3.81 (s, 2H); 3.58-3.55 (m, 4H); 2.52-2.47 (m, 4H). MS (ESI, m/z): 331.87 [M+H+] for Ci2H14N04I; tR = 0.53 min.

The synthetic route of 2-Bromo-1-(4-iodophenyl)ethanone has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BLUMSTEIN, Anne-Catherine; CHAPOUX, Gaelle; JACOB, Loic; MASSE, Florence; MIRRE, Azely; PANCHAUD, Philippe; SCHMITT, Christine; SURIVET, Jean-Philippe; (194 pag.)WO2017/37221; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products 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

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 19821-80-8 as follows. Recommanded Product: 1,3-Dibromo-2-iodobenzene

General procedure: 10.0 grams (g) (27.6 millimoles, mmol) of 1,3-dibromo-5-iodobenzene, 4.06 g (27.6 mmol) of (2-cyanophenyl)boronic acid, 1.60 g (1.38 mmol) of tetrakis(triphenylphosphine)palladium(0) (Pd(PPh3)4), and 9.55 g (69.1 mmol) of potassium carbonate were added to a mixed solution containing 60 milliliters (mL) of tetrahydrofuran (THF) and 30 mL of water, and the reaction mixture was stirred for 12 hours under reflux. After the reaction was completed, the reaction product was cooled to room temperature, and the aqueous solution layer was removed therefrom through extraction. The resultant obtained therefrom was filtered through a silica gel under reduced pressure, and the filtrate was concentrated under reduced pressure. The product obtained therefrom was separated by silica gel column chromatography to provide Intermediate (A) (4.38 g, yield of 47%).

According to the analysis of related databases, 19821-80-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Samsung Electronics Co., Ltd.; Samsung SDI Co., Ltd.; JUNG, Yongsik; JEON, Soonok; KWON, Eunsuk; KIM, Sangmo; KIM, Juhyun; SON, Jhunmo; CHUNG, Yeonsook; KIM, Joonghyuk; (327 pag.)US2020/31812; (2020); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 61203-48-3, name is 2-Iodo-4,5-dimethoxybenzoic 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 61203-48-3, HPLC of Formula: C9H9IO4

[C.] [N- (6-NITROCINNOLIN-4-YL)-N- (N, N-DIMETHYLAMINOETHYL)-2-IODO-4,] 5- dimethoxybenzamide [(LLA).] Oxalyl chloride (3.0 g, 23.2 mmol) was added to a mixture of 2-iodo-4, 5-dimethoxybenzoic acid (1.5 g, 4.9 mmol) in methylene chloride (40 mL), and the stirred mixture was heated to reflux under nitrogen for 4 h. The mixture was concentrated under reduced pressure and the acid chloride was redissolved in methylene chloride (40 mL) and added to a mixture [OF 10A] (1.0 g, 4.0 mmol) and TEA (2.5 g, 25.0 mmol) in methylene chloride (40 mL). The resulting mixture was heated to reflux overnight and then cooled and washed with saturated sodium bicarbonate (3 x 100 mL) and brine (150 mL), dried [(MGS04)] and evaporated, and the residue was chromatographed in 99: 1 [CHC13-MEOH] to provide 590 mg as a glue, in 29% yield; IR (CHCl3) 1654 [; 1H] NMR (CDC13) [6] 2.11 (s, 6H), 2.58 (m, 2H), 3.40 (s, 3H), 3.64 (s, 3H), 3.85 (m, 1H), 4.16 (m, [1H),] 6.51 (s, 1H), 6. 85 (s, [1H),] 8. 50 (m, [1H),] 8.60 (m, [1H),] 9.28 (s, 1H), 9.61 (m, 1H) ; 13C NMR [(CDC13)] [6] 45.2, 48.1, 52.3, 56.2, 57.0, [82.] 5, 111.3, 121.0, 121.7, 123.8, 124.3, 131.0, 132.7, 138.2, 145.8, 148. 8,148. 0, 150.2, 151.4, 169.6 ; HRMS calcd for [C2LH23IN505H :] 552.0744 ; found: 552.0743.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Iodo-4,5-dimethoxybenzoic acid, and friends who are interested can also refer to it.

Reference:
Patent; RUTGERS, THE STATE UNIVERSITY; LAVOIE, Edmond, J.; RUCHELMAN, Alexander, L.; LIU, Leroy, F.; WO2004/14906; (2004); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 175278-11-2, 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. 175278-11-2, name is 1-Bromo-3,5-difluoro-2-iodobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 133A 2-Bromo-4,6-difluorobenzaldehyde 1-Bromo-3,5-difluoro-2-iodobenzene (5.00 g, 15.7 mmol) was dissolved in 2-methyltetrahydrofuran (30 mL) and cooled to 0 C. Isopropylmagnesium chloride lithium chloride complex (1.3 M in tetrahydrofuran, 12.7 mL, 16.5 mmol) was added dropwise. After stirring at 0 C. for 30 min, 4-formylmorpholine (1.99 g, 17.2 mmol) was added. The mixture was warmed to RT and stirred at RT for 4 h. The mixture was quenched with hydrochloric acid (1M in water), diluted with water, and extracted with ethyl acetate. The organic phase was washed with hydrochloric acid (1M in water), water, and brine, and dried over magnesium sulfate. Concentration in vacuo afforded the title compound (2.70 g, 70% of theory) in a purity of 92%. GC-MS (Method 1G): Rt=3.37 min, MS (ESIPos): m/z=219 [M+H]+

The synthetic route of 1-Bromo-3,5-difluoro-2-iodobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; Hassfeld, Jorma; KINZEL, Tom; Koebberling, Johannes; CANCHO GRANDE, Yolanda; BEYER, Kristin; Roehrig, Susanne; Koellnberger, Maria; SPERZEL, Michael; BURKHARDT, Nils; SCHLEMMER, Karl-Heinz; STEGMANN, Christian; SCHUHMACHER, Joachim; WERNER, Matthias; ELLERMANN, Manuel; US2015/126449; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 21740-00-1, 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. 21740-00-1, name is 5-Bromo-2-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows.

Step 1 5-Bromo-2-iodo-benzoic acid ethyl ester; 5-Bromo-2-iodo-benzoic acid (25.Og, 76.47 mol) was dissolved in CH2Cl2 (75 ml) at room temperature. Oxalyl chloride (14.5 ml, 152.94 mmol) was added and the mixture was stirred at 4O0C for 30 minutes. The mixture was allowed to cool to room temperature and EtOH (6.69 ml, 114.71 mmol) was added. The mixture was concentrated under reduced pressure to give 27.2 g (quantitative) of 5-bromo-2-iodo-benzoic acid ethyl ester as a yellow crystalline solid.

The chemical industry reduces the impact on the environment during synthesis 5-Bromo-2-iodobenzoic acid. I believe this compound will play a more active role in future production and life.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2008/55847; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 640280-28-0, A common heterocyclic compound, 640280-28-0, name is 1-Bromo-2-iodo-4-(trifluoromethyl)benzene, molecular formula is C7H3BrF3I, 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 J: tert-Butyl 4-(2-bromo-5-(trifluoromethyl)phenyl)-5,6- dihydropyridine- 1 (2H)-carboxylate A solution of l-bromo-2-iodo-4-(trifluoromethyl)benzene (1.408 ml, 8.55 mmol), tert-butyl 4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-5,6- dihydropyridine-l(2H)-carboxylate (Frontier Scientific, Logan, UT, 2.78 g, 8.98 mmol), Pd(dppf)Cl2-CH2Cl2 adduct (Strem Chemicals Inc., Newburyport, MA, 0.349 g, 0.427 mmol), and potassium carbonate (2.052 g, 34.2 mmol) in dioxane (32.1 ml) and water (10.69 ml) was stirred at 70 C for three hours. (LC-MS MH+ 430.1) 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 (silica gel 80g, gradient elution 0 to 100% Et20:Heptane) to afford tert-butyl 4-(2-bromo-5-(trifluoromethyl)phenyl)-5,6-dihydropyridine- 1 (2H)- carboxylate (2.54 g, 6.25 mmol) as a light yellow oil. [M+H]+ = 428.0. XH NMR (400 MHz, CHLOROFORM-d) delta ppm = 7.69 (d, J= 8.3 Hz, 1 H), 7.43 (d, J= 2.2 Hz, 1 H), 7.41 – 7.36 (m, 1 H), 5.69 (br. s., 1 H), 4.08 (q, J= 2.7 Hz, 2 H), 3.66 (t, J= 5.6 Hz, 2 H), 2.48 – 2.40 (m, 2 H), 1.52 (s, 9 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; AMGEN INC.; DINEEN, Thomas; KREIMAN, Charles; WEISS, Matthew; GEUNS-MEYER, Stephanie; WO2013/134518; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 173406-17-2, 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. 173406-17-2, name is tert-Butyl 3-iodobenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 8B; tert-Butyl 3-[N-(3-Chloro-4-methoxyphenyl)-pyridin-3-ylmethylamino] benzoate; To a solution of 3-chloro-4-methoxyphenyl-N- (3-pyridylmethyl) amine (248 mg, 1 mmol) and t- butyl 3-iodobenzoate (450 mg, 1.5 mmol) in 10 mL toluene was added NaOtBu (150 mg, 1.5 mmol), Pd2dba3 (18 mg, 0.02 mmol), and P (tBu) 3HBF4 (12 mg, 0.04 mmol). The mixture was stirred overnight then filtered through celite and loaded onto a silica column (12g). The product was eluted with a linear gradient from 30% to 45% EtOAc in hexanes to give tert-Butyl 3-[N-(3- Chloro-4-methoxyphenyl)-pyridin-3-ylmethylamino] benzoate as a yellow oil.

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

Reference:
Patent; MEMORY PHARMACEUTICALS CORPORATION; WO2005/61458; (2005); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com