Author: Jessica.F

Electric Literature of 1435-54-7,Some common heterocyclic compound, 1435-54-7, name is 1,3-Dibromo-2-fluorobenzene, molecular formula is C6H3Br2F, 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.

2-isopropylphenol 0.1mol, dissolved in 100mL anhydrous tetrahydrofuran, stirring, accurately weighed 0.4mol sodium hydride in batches added to the reaction bottle, not too fast to prevent too much bubbles. After adding the solution turned yellow, then add 1,3-dibromo-2-fluorobenzene 0.11mol, also added in batches, room temperature overnight. The resulting reaction product was filtered to remove the solid material, the filtrate was dry and dissolved in dichloromethane. The column was washed with petroleum ether: ethyl acetate = 1: 5 (volume ratio) to give 1,3-dibromo-2-(2-isopropylphenoxy)benzene (Intermediate A-1) (0.05 mol, y = 50%).

The synthetic route of 1435-54-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jilin Optical and Electronic Materials Co., Ltd.; Cui, Dunzhu; Gao, Chunji; Wang, Hui; Ma, Xiaoyu; Zhao, He; Li, Ming; Li, Wenjun; (65 pag.)CN106146538; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 959992-62-2, These common heterocyclic compound, 959992-62-2, name is 6-Bromo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine, 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.

Example 1173-((3,4-Dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-yl)ethynyl)-7,7-dimethyl-7,8- dihydroquinolin-5(6H)-one[00323]The synthesis of 6-bromo-3,4-dihydro-2/-/-pyrido[3,2-b][1 ,4]oxazine is described in literature (e.g., WO 2007/141473).[00324]A mixture of 6-bromo-3,4-dihydro-2/-/-pyrido[3,2-b][1 ,4]oxazine (107 mg, 0.50 mmol), PdCI2[PPh3]2 (35 mg, 0.05 mmol), and Cul (10 mg, 0.05 mmol) in anhydrous acetonitrile (5 mL) is degassed. Then 3-ethynyl-7,7-dimethyl-7,8-dihydroquinolin-5(6/-/)- one (100 mg, 0.50 mmol) is added followed by TEA (1 mL). The reaction mixture is stirred under argon atmosphere at 60 C for 8 h, cooled down to r.t. and concentrated at reduced pressure. The obtained residue is purified by preparative HPLC (C18, acetonitrile/water) to provide the title compound (32 mg, 20%).1H NMR (CDCI3), deltaEta, 1 .12 (s, 6H), 2.56 (s, 2H), 3.05 (s, 2H), 3.58 (t, 2H), 4.26 (t, 2H), 5.07 (br s, 1 H), 6.89 (d, 1 H), 6.96 (d, 1 H), 8.38 (s, 1 H), 8.84 (s, 1 H).LC/MS (M+H)+ = 334, 375

The synthetic route of 959992-62-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERZ PHARMA GMBH & CO. KGAA; HENRICH, Markus; ABEL, Ulrich; MULLER, Sibylle; KUBAS, Holger; MEYER, Udo; HECHENBERGER, Mirko; KAUSS, Valerjans; ZEMRIBO, Ronalds; WO2012/52451; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 6698-13-1,Some common heterocyclic compound, 6698-13-1, name is 4-Bromo-1,3-benzodioxole, molecular formula is C7H5BrO2, 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.

4.1.3.1. 1-(Benzofuran-7-yl)-3-(dimethylamino)propan-1-one (V:class D-7). A solution of 7-bromobenzofuran (2.05 g, 10.4 mmol)in dry THF (20 mL) was prepared. Approximately 4 mL of this solutionwas added to a flask containing magnesium (0.75 g, 30.9mmol) and the mixture was agitated until an exothermic reactionoccurred. The remaining solution was added and the mixture wasrefluxed for 1 h, cooled and transferred by cannula to a dry flask.The solution was cooled to 0 C and acetaldehyde (0.70 mL, 12.3mmol) was added, the mixture was stirred at 0 C for 1 h then partitionedbetween EtOAc and water, the organic fractions were dried and evaporated. Column chromatography with hexanes:DCM(1:1) eluted non polar impurities, elution with DCM

The synthetic route of 6698-13-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sutherland, Hamish S.; Tong, Amy S.T.; Choi, Peter J.; Conole, Daniel; Blaser, Adrian; Franzblau, Scott G.; Cooper, Christopher B.; Upton, Anna M.; Lotlikar, Manisha U.; Denny, William A.; Palmer, Brian D.; Bioorganic and Medicinal Chemistry; vol. 26; 8; (2018); p. 1797 – 1809;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 112279-60-4,Some common heterocyclic compound, 112279-60-4, name is 4-Bromo-2,5-difluoroaniline, molecular formula is C6H4BrF2N, 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.

EXAMPLE 197 5,8-Difluoro-1,2-dihydro-6-(3-nitrophenyl)-2,2,4-trimethylquinoline (Compound 297, structure 83 of Scheme XXI, where R1 =R3-5 =R7 =R9 =H, R2 =nitro, R6 =R8 =fluoro) This compound was prepared by the same procedure as described in the synthesis of Compound 291 (EXAMPLE 191) from 4-bromo-2,5-difluoroaniline (32 mg, 0.13 mmol) and 3-nitrobenzeneboronic acid (167 mg, 1.0 mmol) to afford 3 mg (10%) of Compound 297 as a colorless oil. Data for Compound 297: 1 H NMR (400 MHz, CDCl3) 8.33 (t, J=1.6, 1H), 8.14 (dd, J=8.0, 1.6, 1H), 7.78 (d, J=8.0, 1H), 7.57 (t, J=8.0, 1H), 6.94 (dd, J=10.8, 6.3, 1H), 5.37 (s, 1H), 4.16 (bs, 1H), 2.17 (dd, J=7.0, 1.3, 3H), 1.34 (s, 6H).

The synthetic route of 112279-60-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ligand Pharmaceuticals Incorporated; US5693647; (1997); A;; ; Patent; Ligand Pharmaceuticals Incorporated; US5696127; (1997); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 167858-56-2, name is 1-Bromo-2-fluoro-4-propylbenzene, belongs to bromides-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 167858-56-2, SDS of cas: 167858-56-2

71 g (276 mmol) of the boron compound 3, 67 g (690 mmol) of potassium acetate and 5 g (7 mmol) of PdCl2-dppf are added to a solution of 50 g (230 mmol) of the bromide 2 in 590 ml of dioxane, and the mixture is warmed at 100 C. for 17 h. Water is added to the cooled batch, which is extracted with MTB ether. The organic phase is dried over sodium sulfate and evaporated. The residue is filtered through silica gel (n-heptane). The residue 4 obtained is employed in the subsequent step without further purification.

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-2-fluoro-4-propylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merck Patent GmbH; US2008/132716; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 21865-50-9, These common heterocyclic compound, 21865-50-9, name is 6-Bromo-2,3,4,9-tetrahydro-1H-carbazole, 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.

60.0 g (0.240 mol) of <1-e> synthesized in Scheme 5 in a 1 L round bottom flask, Iobenzene 73.4g (0.360mol), Cooper iodide (CuI) 2.3 g (0.012 mol), Tripotassium phosphate (K3PO4) 106.96g (0.504mol), 54.8 g (0.480 mol) of trans-1,2-cyclohexanediamine And 300.0ml of 1,4-dioxane was added and refluxed for 12 hours. After the reaction was completed, the mixture was cooled to room temperature, extracted with 1L of water, and the organic layer was treated with anhydrous and concentrated under reduced pressure, followed by adsorption column chromatography. 72.0 g (yield 92.0%) of were obtained <1-f>.

The synthetic route of 21865-50-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SFC Ltd.; Park Ji-hui; Kim Si-in; (48 pag.)KR102004388; (2019); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 117635-21-9,Some common heterocyclic compound, 117635-21-9, name is 1,4-Dibromo-2,5-dihexylbenzene, molecular formula is C18H28Br2, 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.

In the dry box the mixture of boronic acid 5, (3.69g, 15.58mmol), 1 ,4- dibromo-2,5-dihexylbenzene (3.15g, 7.8mmol), Aliquat 336 (0.8g),Pd(PPh3) (0.858g, 0.742mmol) in degassed toluene (50ml_) was prepared. Outside dry box, the degassed Na2CO3 (3.93g, 37.1 1 mmol in 50 ml_ of water) solution was added to the former mixture under nitrogen, and then the resultant mixture was stirred at 90C for 18hrs. The organic layer was separated and the aqueous layer was extracted with ethyl acetate. The combined organic layers were dried over anhydrous MgSO4. Filtration, concentration of the filtrate, and then the silica columnchromatography (10-50% DCM in hexane) provided the desired product (3.7g, 80% yield) as a solid. This diboc-protected material wasdeprotected by the overnight reaction at room temperature with TFA solution (2ml_ of TFA in 50ml_ of DCM). The reaction mixture was concentrated under reduced pressure followed by the neutralization with saturated NaHCO3. Ethyl acetate extraction, drying over anhydrous MgSO4, concentration of the organic layer under reduced pressure, then silica column chromatography (10-50% ethyl acetate in hexane) provided the desired diamine material, 6, (1 .89g, 75% yield) as a viscous liquid.

The synthetic route of 117635-21-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; PARK, Kyung-Ho; RADU, Nora, Sabina; JOHANSSON, Gary, A.; FENNIMORE, Adam; DELANEY, William, J.; LECLOUX, Daniel, David; WO2011/159872; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 261723-28-8, name is (3-Bromo-2-fluorophenyl)methanamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of (3-Bromo-2-fluorophenyl)methanamine

Step 1: A-(3-Bromo-2-fluorobenz l)-2-mercaptoacetamide (3-Bromo-2-fluorophenyl)methanamine (1.50 g, 7.35 mmol) was added to mercaptoacetic acid (0.613 mL, 8.82 mmol) under nitrogen. The mixture was heated to reflux using a Dean-Stark apparatus for about 18 h. The volatiles were evaporated in vacuo and the residue was purified on silica gel using a gradient of 10-50% EtOAc/heptane to afford the title product (1.53 g, 75%). lH NMR (500 MHz, DMSO-d6) delta 8.56 (t, J —– 5.8 Hz, M I L 7.60 (ddd, J —— 8.2, 6.7, 1.7 Hz, IH), 7.34 (dddd, J —— 7.7, 6.9, 1.7, 0.8 Hz, 1H), 7.14 (td, J= 7.8, 0.9 Hz, IH), 4.42 – 4.29 (m, 2H), 3.16 (s, 21 h. 2.80 (s, 1H).

The synthetic route of 261723-28-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBVIE INC.; ARGIRIADI, Maria; BREINLINGER, Eric; DIETRICH, Justin, D.; FRIEDMAN, Michael; IHLE, David; MORYTKO, Michael; MULLEN, Kelly; OSUMA, Augustine; LO SCHIAVO, Gloria, Y.; WILSON, Noel, S.; (303 pag.)WO2016/168633; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 6938-66-5, 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. 6938-66-5, name is 1-Bromodocosane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

In argon atmosphere, a DMF solution (1.5 ml) of Compound 28 (80 mg, 0.177 mmol) was ice-cooled, and sodium hydride (60% in oil, 25.5 mg, 0.638 mmol) was added thereto, followed by stirring for 10 minutes under ice-cooling. Then, bromodocosane (103.5 mg, 0.266 mmol) was added thereto, followed by stirring for 2 hours while gradually raising the temperature of the reaction solution to room temperature. The reaction solution was ice-cooled, and methanol (1 ml) was added dropwise thereto, followed by stirring for 30 minutes. The reaction solution was diluted with diethyl ether, and saturated sodium bicarbonate water was added thereto, followed by stirring. Then, the organic layer was washed with saturated sodium bicarbonate water and saturated brine in this order and dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography (toluene : ethyl acetate = 10 : 1, 0.2% triethylamine) to obtain Compound 29-7 (39.5 mg, 29.4%). Developing solvent of Compound 29-7 (toluene : ethyl acetate = 1 : 1) Rf. 0.56 C42H81NO10 MW: 760.10

The synthetic route of 1-Bromodocosane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SEIKAGAKU CORPORATION; EP1632476; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

1435-54-7, name is 1,3-Dibromo-2-fluorobenzene, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. COA of Formula: C6H3Br2F

2?-methyl-3?-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-[l,r-biphenyl]-4-carbaldehyde (60 mg, 0.19 mmol), l,3-dibromo-2-fluorobenzene (94 mg, 0.37 mmol), potassium carbonate (77 mg, 0.56 mmol), and [l,r-bis(diphenylphosphino)ferrocene]palladium(II) dichloride (20 mg, 0.03 mmol) were suspended in 2 mL of 10: 1 mixture of dioxane:water. The mixture was sparged with argon gas for 5 min, and the reaction was sealed and heated to 95 C for 6 h. The reaction was cooled to room temperature, diluted with EtOAc, and washed with brine. The organic layer was dried over Na2S04. concentrated, and purified via column chromatography to provide 3?-bromo-2?-fluoro-2?-methyl-[l,r:3?,l?-terphenyl]-4- carbaldehyde.

The synthetic route of 1435-54-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD SCIENCES, INC.; AKTOUDIANAKIS, Evangelos; CHO, Aesop; DU, Zhimin; GRAUPE, Michael; LAD, Lateshkumar Thakorlal; MACHICAO TELLO, Paulo A.; MEDLEY, Jonathan William; METOBO, Samuel E.; MUKHERJEE, Prasenjit Kumar; NADUTHAMBI, Devan; PARKHILL, Eric Q.; PHILLIPS, Barton W.; SIMONOVICH, Scott Preston; SQUIRES, Neil H.; WANG, Peiyuan; WATKINS, William J.; XU, Jie; YANG, Kin Shing; ZIEBENHAUS, Christopher Allen; (300 pag.)WO2019/204609; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary