Month: May 2021

320-29-6, name is 4-Bromo-1,2-bis(trifluoromethyl)benzene, 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. category: bromides-buliding-blocks

Sodium Hydride (60% oil suspension, 5 mmol, 200 mg) is triturated with hexane and suspended in N,N-dimethylformamide (4 mL). 1,2,3,9-Tetrahydro-carbazol-4-one (2.5 mmol, 462 mg) is added to the water-cooled suspension. After 5 minutes, 5-bromo-2-trifluorobenzotrifluoride (5 mmol, 0.71 g) is added. The reaction is stirred at 85 degrees Celsius for 3.5 h. The reaction mixture is allowed to cool and is extracted into ethyl acetate (200 mL) and is washed with water (50 mL). The organic phase is dried over magnesium sulfate. Filtration, followed by concentration, and silica gel chromatography affords the desired 9-(4-Bromo-2-trifluoromethyl-phenyl)-1,2,3,9-tetrahydro-carbazol-4-one as a brown foam (0.74 g, 73%).

The synthetic route of 320-29-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Serenex, Inc.; US2007/185184; (2007); A1;,
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. 69902-83-6, name is 1-Bromo-2-methyl-3-(trifluoromethyl)benzene, A new synthetic method of this compound is introduced below., Formula: C8H6BrF3

Step 1 : A mixture of 1-bromo-2-methyl-3-(trifluoromethyl)benzene (100 mu, 0.64 mmol), 4,4,5,5-tetramethyl-2-(tetramethyl-1 ,3,2-dioxaborolan-2-yl)-1 ,3,2- dioxaborolane (327 mg, 1.29 mmol), PdCI2dppf DCM (26 mg, 0.030 mmol) and potassium acetate (158 mg, 1.61 mmol) in 1 ,4-dioxane (5 mL) was heated in a sealed tube at 80C overnight. The mixture was run through a plug of silica (EtOAc), concentrated and purified by preparative HPLC to give 4,4,5,5- tetramethyl-2-[2-methyl-3-(trifluoromethyl)phenyl]-1 ,3,2-dioxaborolane.

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; THOMAS HELLEDAYS STIFTELSE FOeR MEDICINSK FORSKNING; SCOBIE, Martin; WALLNER, Olov; KOOLMEISTER, Tobias; VALLIN, Karl Sven Axel; HENRIKSSON, Carl Martin; HOMAN, Evert; HELLEDAY, Thomas; JACQUES, Sylvain; DESROSES, Matthieu; JACQUES-CORDONNIER, Marie-Caroline; FISKESUND, Roland Julius Yu; (359 pag.)WO2015/187089; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 5153-40-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 5153-40-2 name is 1-Bromo-2,3,4,5,6-pentamethylbenzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

The synthesis of salicylaldimine 13 was accomplished in five steps (FIG. 21). Negishi cross-coupling of 1 and pentamethylbromobenzene[Ref 54] afforded biphenyl species 9. Subsequent steps are similar to the synthesis of ligands 7-s and 7-a. Bromination, followed by lithium-halogen exchange and DMF treatment installed the formyl moiety to give 11. Deprotection of the ether group and condensation with 2,6-diisopropyl aniline provided 13 in 14% overall yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-2,3,4,5,6-pentamethylbenzene, and friends who are interested can also refer to it.

Reference:
Patent; RADLAUER, Madalyn; WIENSCH, Joshua D.; BUCKLEY, Aya K.; AGAPIE, Theodor; US2013/66029; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 30432-16-7, These common heterocyclic compound, 30432-16-7, name is 1,4-Dibromo-2,3-bis(bromomethyl)but-2-ene, 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.

General procedure: Alkyl 4-hydroxy benzoate 2a,b (10 mmol) and potassium hydroxide (0.56 g, 10 mmol) were dissolved in absolute ethanol. 1,1,2,2-tetrayl-tetramethylene-tetrabromide (1) (1.00 g, 2.5 mmol) was then added into this solution. The reaction mixture was refluxed for 6 h. The mixture was cooled and filtrated. The white precipitate was filtered off and washed with H2O and crystallized from the appropriate solvent.

The synthetic route of 30432-16-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Er, Mustafa; De?irmencio?lu, Ismail; Tahtaci, Hakan; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 139; 1; (2015); p. 68 – 74;,
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. 21865-50-9, name is 6-Bromo-2,3,4,9-tetrahydro-1H-carbazole, A new synthetic method of this compound is introduced below., Recommanded Product: 21865-50-9

To a suspension of 39 (0.75 g, 3.0 mmol) in acetic acid (3 ml) is added acetyl chloride (0.21 ml, 3.0 mmol). The mixture is heated to reflux, resulting in a clear solution. After 2 hours, the reaction solution is cooled to room temperature (rt). A solid is precipitated out. The solid 48 is filtered and washed with hexanes (2 x), 0.24 g, 27%

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; PTC THERAPEUTICS, INC.; WO2006/58088; (2006); A2;,
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. 6698-13-1, name is 4-Bromo-1,3-benzodioxole, A new synthetic method of this compound is introduced below., Quality Control of 4-Bromo-1,3-benzodioxole

The compound 4-bromobenzo[d][1,3]dioxole (5g, 24.873mmol)And sublimation sulfur (0.848g, 26.2mmol) was added to the two-necked flask, under the protection of nitrogen, was added tetrahydrofuran (100mL), cooled to -70 and stirred for 30 minutes,Slowly add hexane solution of tert-butyllithium (38mL, 49mmol, 1.3mol/L),After the dropwise addition, the reaction was continued at this temperature for 2 hours,Saturated ammonium chloride solution (100 mL) was added dropwise to quench the reaction, ethyl acetate (200 mL) was added for extraction, liquid separation, the organic phase was washed with 2N sodium hydroxide solution (20 mL), and the aqueous phases were combined,After adjusting the pH of the aqueous phase to about 4-5 with 4N hydrochloric acid, extract the aqueous phase with ethyl acetate (100 mL×2),The organic phases were combined, and the organic phase was washed with saturated sodium chloride solution (100 mL), dried over anhydrous sodium sulfate, and filtered.The filtrate was concentrated under reduced pressure to give the title compound as a yellow oil (3.12g, 81.4%).

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

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Luo Huichao; Ren Qingyun; Yin Junjun; Wu Chunlin; Fan Yuxin; Mo Yufeng; Zhang Yingjun; (102 pag.)CN111057074; (2020); A;,
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. 1037138-94-5, name is 2-Bromo-4-fluoro-N-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2-Bromo-4-fluoro-N-methylaniline

A mixture of 2-bromo-4-fluoro-N-methylaniline (2 g, 9.8 mmol), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi-1,3,2-dioxaborolane (2.99 g, 11.76 mmol), 1,1′-bis(diphenylphosphino)ferrocenedichloro palladium(II) dichloromethane complex (359 mg, 0.490 mmol) and potassium acetate (2.89 g, 29.4 mmol) in 1,2-dimethoxyethane (60 mL) was purged with nitrogen and heated at 80 C. overnight. After cooling, heptane (100 mL) was added and the mixture was filtered through diatomaceous earth and washed with 3:1 heptane/ethyl acetate. The filtrate was concentrated and the residue was purified by flash chromatography on silica gel (Teledyne CombiFlash Rf, 5-30% ethyl acetate in heptane) to provide the title compound, which was contaminated by corresponding boronic acid. MS (DCI/NH3) m/z 252 (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 1037138-94-5.

Reference:
Patent; ABBVIE INC.; Frey, Robin; Gong, Jianchun; JI, Zhiqin; Lai, Chunqiu; Penning, Thomas; Song, Xiaohong; Souers, Andrew; Tong, Yunsong; Zhu, Gui-Dong; US2015/218165; (2015); 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. 1159977-65-7, name is 6-Bromoimidazo[1,2-b]pyridazine, This compound has unique chemical properties. The synthetic route is as follows., Formula: C6H4BrN3

To a solution of intermediate 26B (100 mg, 0.246 mmol) in 1,4-dioxane (3 mL) was added BisPin (94 mg, 0.3 70 mmol) and potassium acetate (72.6 mg, 0.73 9 mmol). The solution was purged with argon for 2 mm. and PdC12(dppf)-CH2C12 adduct (10.06mg, 0.0 12 mmol) was added. The reaction mixture was heated at 90 C for 3 h and cooled to RT. 6-Bromoimidazo[1,2-bjpyridazine (48.8 mg, 0.246 mmol), aqueous 3M K3P04 solution (0.370 mL, 0.739 mmol) and PdC12(dppf)-CH2C12 adduct (10.06 mg, 0.012 mmol) were added. The reaction mixture was heated at 90 C for 16 h, cooled to RT and concentrated in vacuo. The crude product was purified by silica gelchromatography (12 g RediSep column, eluting with a gradient of 40-100 % EtOAc in petroleum ether). Fractions containing the desired product were combined and evaporated under reduced pressure to afford intermediate 26B (30 mg, 27.4 % yield). MS (ES): m/z = 444.5 [M+Hj HPLC Ret. Time 1.25 mm. (HPLC Methods B).

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 1159977-65-7.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BORZILLERI, Robert M.; LIU, Peiying; TEBBEN, Andrew J.; VELAPARTHI, Upender; RAHAMAN, Hasibur; TONUKUNURU, Gopikishan; WARRIER, Jayakumar Sankara; (264 pag.)WO2018/17633; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 6698-13-1, 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. 6698-13-1, name is 4-Bromo-1,3-benzodioxole belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

nBuLi (2.5M in hexanes, 2.38 mL, 5.97 mmol) was dropwise added to a solution of 4- bromo-1 ,3-benzodioxole (1 g, 4.97 mmol) and triisopropyl borate (1.49 mL, 6.47 mmol) in 50 mL of dry tetrahydrofuran at -78 0C under argon. The reaction was maintained at that temperature for 3 hours, then warmed up to room temperature and cooled back to 0 0C immediately. The solution was acidified to pH=2 with HCI 2N and neutralized to pH=7 with NaOH 2N, it was then extracted with ethyl acetate (3 x 25 ml), the organic solution was washed with brine, dried over sodium sulphate and the solvent removed under reduced pressure to yield the title compound (570 mg, 69%) as a white solid. H1-NMR delta (CD3OD): 5.92 (s, 2H), 6.80-6.86 (m, 3H).

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-Bromo-1,3-benzodioxole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LABORATORIOS ALMIRALL, S.A.; WO2007/96072; (2007); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 40422-70-6, These common heterocyclic compound, 40422-70-6, name is 1-Bromo-3-(2-bromoethyl)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.

To prepare Fen-Br Meta, N-phenyl-N-piperidin-4-yl-propionannide (Norfentanyl, 0.93 g, 4.0 mmol) and 3-bromophenethyl bromide (1.58 g, 6.0 mmol) were dissolved in 15 mL DMF, followed by addition of N,iV-diisopropylethylamine (0.78 g, 6.0 mmol). The reaction was kept stirring at 60 C for 24 hours. The reaction mixture was cooled to room temperature before ethyl ether (100 mL) was added, and the organics were washed with 1 N NaOH (30 mL x 3), water (30 mL x 3) and brine (30 mL x 3). The organics were then dried over MgS04 and concentrated under vacuum. The organics were redissolved in ethyl ether, and pure Fen-Br was precipitated as HCl salt by addition of HCl in ethanol solution. Fen-Br Meta (93%). NMR (500 MHz, CDCb): delta 7.55-7.35 (m, 5H), 7.18 (dd, J = 8.5, 8.5 Hz, 2H), 7.09 (d, J = 8.5 Hz, 2H), 4.80 (tt, J = 12.0, 4.0 Hz, 1H), 3.62 (d, / = 12.0 Hz, 2H), 3.12 (m, 2H), 2.89 (td, J = 12.0, 1.5 Hz, 2H), 2.2-1.8 (m, 6H), 1.42 (m, 2 H), 1.01 (t, / = 7.5 Hz, 3H).

Statistics shows that 1-Bromo-3-(2-bromoethyl)benzene is playing an increasingly important role. we look forward to future research findings about 40422-70-6.

Reference:
Patent; ALLEGHENY-SINGER RESEARCH INSTITUTE; AVERICK, Saadyah; BADR, Ahmed; LI, Shaohua; LEJEUNE, Keith; (83 pag.)WO2017/41095; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary