Author: Jessica.F

Adding a certain compound to certain chemical reactions, such as: 69321-60-4, name is 2,6-Dibromotoluene, 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 69321-60-4, SDS of cas: 69321-60-4

A mixture of 1,3-dibromo-2-methylbenzene (Combi-Blocks catOT-1437: 143 mg, 0.573 mmol), tert-butyl 4-ethynylpiperidine-1-carboxylate (ArkPharm catalog AK-34528: 60 mg, 0.287 mmol), copper(I) iodide (4.37 mg, 0.023 mmol), dichlorobis(triphenylphosphine)-palladium( II) (26.8 mg, 0.038 mmol), and triethylamine (0.080 ml, 0.573 mmol) in 1,4-Dioxane (3.0 ml) was flushed with N2. The resulting slurry was stirred at 90 C. for 3 h. The reaction was then quenched with water, extracted with EtOAc (3¡Á15 mL). The organic layers were combined, dried over Na2SO4, filtered, and the filtrate was concentrated under reduced pressure. The crude residue was purified by chromatography on silica gel, eluting with 0-35% ethyl acetate/hexanes, to give the desired product. LC-MS calculated for C15H17BrNO2 (M+H-tBu)+: m/z=322.0; found 322.0.

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Reference:
Patent; Incyte Corporation; Wu, Liangxing; Qian, Ding-Quan; Lu, Liang; Lajkiewicz, Neil; Konkol, Leah C.; Li, Zhenwu; Zhang, Fenglei; Li, Jingwei; Wang, Haisheng; Xu, Meizhong; Xiao, Kaijiong; Yao, Wenqing; (101 pag.)US2018/177784; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 54962-75-3, name is 3-Bromo-5-(trifluoromethyl)aniline, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 3-Bromo-5-(trifluoromethyl)aniline

3-Bromo-5-(trifluoromethyl)aniline (0.2 mL, 1.43 mmol) was stirred in a solvent of dimethylacetamide (10 mL). The reaction solution was added with 4-methyl-1H-imidazole (0.35 g, 4.26 mmol), K2CO3 (0.20 g, 5.23 mmol), Cu (0.022 g, 0.346 mmol) and CuI (0.068 g, 0.115 mmol), and stirred for about 2 days at 140C. The reaction mixture was diluted with ethyl acetate, and washed with a saturated aqueous sodium bicarbonate solution and saline. The organic layer thus obtained was dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to obtain the title compound (0.23 g, 67%). 1H-NMR Spectrum (300 MHz, DMSO-d6): delta 8.06 (s, 1H), 7.36 (s, 1H), 6.96 (s, 1H), 6.92 (s, 1H), 6.80 (s, 1H), 5.86 (s, 2H), 2.14 (s, 3H). MS (ESI+, m/z): 242 [M+H]+

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 54962-75-3.

Reference:
Patent; Hanmi Pharm. Co., Ltd.; BAE, In Hwan; HAN, Sang Mi; KWAK, Eun Joo; AHN, Young Gil; SUH, Kwee Hyun; EP2876107; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 3972-64-3, name is 1-Bromo-3-(tert-butyl)benzene, 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 3972-64-3, Application In Synthesis of 1-Bromo-3-(tert-butyl)benzene

To a solution of 1 (15mg, 0.079mmol), 2 (33mg, 0.158mmol) and Cs2CO3 (128mg, 0.395mmol) in DMF (lmL) were added 2 mg of Pd(dba)2 and 2 mg of Xantphos. The suspension was degassed under vacuum and purged with N2 several times. The mixture was stirred at 120 ¡ãC for 6h. LCMS showed the SM was consumed completely. Then the reaction mixture was diluted with EA (10mL) and washed with brine (2mL) twice. The organic solution was dried over anhydrous Na2SO4, filtered, concentrated under reduced pressure and purified by p-TLC to give the desired compound Compound 221 (3mg, yield: 12percent). LCMS: m/z, 323.2 (M+H)+; 1HNMR (CDCl3, 400MHz): delta 8.62(d, J=4.8, 1H), 7.68~7.73(m, 1H), 7.52(d, J=7.6, 1H), 7.30(t, J=6.4, 1H), 7.20(t, J=8.0, 1H), 6.79(d, J=7.2, 1H), 6.58(s, 1H), 6.41(d, J=5.6, 1H), 3.92(s, 1H), 3.86(s, 1H), 3.56~3.60(m, 2H), 2.61~2.74(m, 1H), 2.47~2.56(m, 1H), 1.32(s,9H).

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; HUA MEDICINE (SHANGHAI) LTD.; CHEN, Li; BALDWIN, John J.; WU, Chengde; SHEN, Chunli; WO2014/124560; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 18392-81-9, 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. 18392-81-9, name is 5,6-Dibromobenzo[c][1,2,5]thiadiazole belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Take 100mL reaction tube,5,6-dibromobenzothiadiazole (2.94 g, 10 mmol) was added,2-dodecylthiophene (2.77 g, 11 mmol),Potassium carbonate (1.66 g, 12 mmol),Trimethylacetic acid (306 mg, 3 mmol),5% of the catalyst palladium acetate,Nitrogen vacuum drum,30 mL of anhydrous N, N-dimethylacetamide was injected with a syringe,Stir at room temperature for 1 minute to make it fully dissolved,110 C for 4 hours.After completion of the reaction, the mixture was extracted with ethyl acetate,Add more saturated salt water layer is more obvious.Dried over anhydrous sodium sulfate,The solvent was removed under reduced pressure to give the crude product,Column chromatography,Petroleum ether / dichloromethane (8: 1).To give the product 1a (2.79 g, 60%),Light yellow oily liquid.

The synthetic route of 5,6-Dibromobenzo[c][1,2,5]thiadiazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing University of Posts and Telecommunications; Fu, Nina; Huang, Wei; Shi, Xin; Zhao, Baomin; Liu, Shuli; Wang, Lianhui; (15 pag.)CN106008558; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 1347736-74-6, name is 4,7-Dibromo-5-fluoro-2,1,3-benzothiadiazole, 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 1347736-74-6, Computed Properties of C6HBr2FN2S

To a solution of 3-hexylthiophene (1) (5 g, 29.0 mmol) in anhydrous 40 mL of THF was added n-BuLi (1.6 M in hexane) (21.8 mL, 34.8 mmol) over 30 min at -40 C under argon atmosphere. After stirring for 1 h at room temperature, the reaction mixture was treated with dropwise addition of tributyltin chloride (9.9 mL, 36.3 mmol) at -40 C, followed by stirring at RT overnight. The mixture was poured into saturated NaHCO3 solution and the organic phase was extracted with diethyl ether and washed with water. The organic phase was dried over MgSO4 and solvent was removed under reduced pressure. Tributyl-(4-hexyl-2-thienyl)stannane (2) as yellow liquid was acquired and used in the next step without further purification. The solution of compound 5 (3.0 g, 9.7 mmol) and compound 2 (9.7 g, 29.0 mmol) in anhydrous 10 mL of THF was treated with Pd(PPh3)2Cl2 (5 mg, 0.05 mmol). After stirring for overnight at 100 C under argon atmosphere, the reaction mixture was concentrated under reduced pressure and purified by flash column chromatography to give compound 6, 0.9 g (19%). 1H NMR (300 MHz, CDCl3): delta (ppm) 8.1 (s, 1H), 8.0 (s, 1H), 7.75 (d, 1H, J = 12.9 Hz), 7.16 (s, 1H), 7.10 (s, 1H), 2.71 (t, 2H, J = 7.00 Hz), 2.68 (t, 2H, J = 7.00 Hz), 1.60-1.78 (m, 4H), 1.51-1.21 (m, 12H), 0.93 (t, 6H, J = 7.00 Hz), 0.91 (t, 3H, J = 7.1 Hz); 13C NMR (75 MHz, CDCl3): delta (ppm) 160.4, 157.0, 153.3 (d, 3JC-F = 10.4 Hz), 149.6, 144.4, 143.4, 137.5, 132.3 (d, 5JC-F = 5.7 Hz), 131.4 (d, 4JC-F = 8.1 Hz), 125.6 (d, 3JC-F = 10.4 Hz), 125.6 (d, 1JC-F = 255.4 Hz), 122.9 (d, 4JC-F = 7.0 Hz), 116.5 (d, 2JC-F = 33.6 Hz), 111.0 (d, 2JC-F = 17.3 Hz), 31.8, 30.6, 30.5, 30.4, 29.1, 28.3, 26.8, 22.7, 17.3, 14.2, 13.7.1. HRMS (m/z, EI+) calcd for C26H31FN2S3 486.1633 found 486.1635.

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, 4,7-Dibromo-5-fluoro-2,1,3-benzothiadiazole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Jeong, Ina; Chae, Sangmin; Yi, Ahra; Kim, Juae; Chun, Ho Hwan; Cho, Jung Hyeong; Kim, Hyo Jung; Suh, Hongsuk; Polymer; vol. 109; (2017); p. 115 – 125;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 1073-39-8, 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. 1073-39-8, name is 3-Bromobicyclo[4.2.0]octa-1,3,5-triene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A four-neck flask was charged with aniline(2.79 g),3-Bromo-bicyclo [4,2,0] octa-1 (6), 2,4-triene(11.5 g),Tris (dibenzylideneacetone) dipalladium(0.549 g),Tri-tert-butylphosphonium tetrafluoroborate(0.696 g), sodiumTert-butoxide (8.55 g) and toluene (150 mL) were placed, and the mixture was heated at 110 for 2 hours. After cooling to room temperature (25 C), the insoluble material was filtered through celite. The solvent was distilled off the filtrate under reduced pressure, and the residue was purified by column chromatographyN- (bicyclo [4.2.0] octa-1,3,5-trien-3-yl)-N-phenyl-bicyclo[4.2.0] octa-1 (6), 2,4-triene-3-amine(9.16 g).

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, 3-Bromobicyclo[4.2.0]octa-1,3,5-triene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Samsung Electronics Co., Ltd.; Kato, Fumiaki; Inayama, Satoshi; Numata, Masaki; (52 pag.)KR2016/93531; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 630-17-1, 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 630-17-1 as follows.

To a solution of trans-N-(4-furo [3 ,2-b]pyridin-3 -ylcyclohexyl)- 1H-pyrazole-4-sulfonamide (20 mg, 1 equiv.) in DMF (1 mL), K2C03 (23.6 mg, 3 equiv.) was added, followed by 1- bromo-2,2-dimethyl-propane (10.8 tL, 1.5 equiv.). The reaction mixture was stirred for 30 mm at 150 C by using microwave irradiation, and was then purified by preparative HPLCMS to afford the expected product (8 mg). LCMS: MW (calc?d): 416.5; MS (ES, m/z):417.7 [M+H].

According to the analysis of related databases, 630-17-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; E-THERAPEUTICS PLC; KOLUND?IC, Filip; MILEK, Mateja; POLJAK, Tanja; RO?CIC, Maja; STUBBERFIELD, Colin; VADLAMUDI, Srinivasamurthy; (139 pag.)WO2019/43373; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 698-00-0, name is 2-Bromo-N,N-dimethylaniline, 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 698-00-0, Recommanded Product: 698-00-0

General procedure: Bromo-N,N-dimethylaniline (400 mg, 2.0 mmol), (trimethylsilyl)acetylene (236 mg, 2.4 mmol), Pd(PPh3)4 (116 mg, 0.1 mmol), CuI (19mg, 0.1 mmol), diisopropylamine (5 mL) and toluene (15 mL) wereadded to a flask and the mixture was stirred at 80 C overnight. Thenthe reaction mixture was poured into saturated NH4Cl (50 mL) andextracted with CH2Cl2 (3 x 20 mL), the organic layer was washed withsaturated brine (1 x 50 mL) and dried over MgSO4. After filtration,solvents were removed by rotary evaporation (40-45 C ). The crudeproduct was subjected to column chromatography (SiO2; eluent,hexane/ CH2Cl2, 3:1) to give the corresponding compounds. N,N-Dimethyl-2-[(trimethylsilyl)ethynyl]aniline (3c): Pale yellow oil; yield 81%.

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Reference:
Article; Fang, Jing-Kun; Sun, Tengxiao; Fang, Yu; Xu, Zhimin; Zou, Hui; Liu, Yuan; Ge, Fangting; Journal of Chemical Research; vol. 39; 8; (2015); p. 487 – 491;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 1003-99-2, name is 2-Bromo-5-fluoroaniline, A new synthetic method of this compound is introduced below., COA of Formula: C6H5BrFN

3-methyl-4-nitrobenzoyl chloride (5.496g, 27.62 mmol) dissolved in 2 mL of dry pyridine was added to a stirringsolution of 2-bromo-5-fluoroaniline (5.248 g, 27.62 mmol) in dry pyridine (10mL). The dark brown solution was heated under reflux for 2 hours, then pouredinto water (30 mL), forming a precipitate that was collected and washed withwater and methanol, to afford a white solid (8.128 g, 84percent yield). 1HNMR (400 MHz, DMSO-d6): 10.38 (bs, 1H, NH-CO)delta, 8.13 (d, J=8.6 Hz, 1H, H-5?), 8.07 (bs, 1H, H-2?), 8.00 (dd, J=2.3, 8.7 Hz, 1H, H-6?), 7.78 (dd, J=5.8, 9.0 Hz, 1H, H-3), 7.53 (dd, J= 3.2, 9.9 Hz, 1H, H-6), 7.18 (td, J=8.7 Hz, 3.32, 1H, H-4), 2.59 (s, 3H,CH3); 13C NMR (100 MHz, DMSO-d6): delta 164.43,162.78, 160.35, 151.29, 138.04, 134.35, 133.36, 132.57, 127.07, 125.10, 116.32,116.08, 115.70, 19.80. MS: m/z (HRMS)calcd. for C14H11BrFN2O3+352.9932, 354.9912 [M+H], MS found: 354.9938 [M+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:
Article; Stone, Erica L.; Citossi, Francesca; Singh, Rajinder; Kaur, Balvinder; Gaskell, Margaret; Farmer, Peter B.; Monks, Anne; Hose, Curtis; Stevens, Malcolm F.G.; Leong, Chee-Onn; Stocks, Michael; Kellam, Barrie; Marlow, Maria; Bradshaw, Tracey D.; Bioorganic and Medicinal Chemistry; vol. 23; 21; (2015); p. 6891 – 6899;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 57946-63-1, name is 2-Bromo-4-(trifluoromethyl)aniline, 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: 57946-63-1

A solution of 2-bromo-4-(trifluoromethyl)aniline(5g, 20.83 mmol), tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (6.34g, 20.83 mmol), and sodium carbonate(5.52g, 52.1 mmol) in toluene (30 ml) / water (20 ml) Ethanol (10 ml), N2 was purged for 10 mm. then Tetrakistriphenyl phosphinePd (0) (2.407g, 2.083 mmol) was charged and stirred at 95 ¡ãC for 4h. After completion of reaction as indicated by TLC, the mixture was poured into water and extracted with ethyl acetate. The organic layer was collected anddried over sodium sulphate, finally evaporated and purified by column chromatography(4.5g, 64 percent). LCMS (ESI): m/z 338.10(M+H).

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

Reference:
Patent; LUPIN LIMITED; RAMDAS, Vidya; LORIYA, Rajeshkumar, Maganlal; BANERJEE, Moloy; PATIL, Pradeep, Rangrao; JOSHI, Advait, Arun; DATRANGE, Laxmikant, Shamlal; WALKE, Deepak, Sahebrao; KHAN, Talha, Hussain; DAS, Amit, Kumar; GOTE, Ganesh, Navinchandra; KALHAPURE, Vaibhav, Madhukar; PALLE, Venkata, P.; KAMBOJ, Rajender, Kumar; (234 pag.)WO2017/37682; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary