Tag: M.W=200-300

These common heterocyclic compound, 30273-22-4, name is 4-Bromo-2-ethylaniline hydrochloride, 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. HPLC of Formula: C8H11BrClN

Example 27 8-Bromo-6-ethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole hydrochloride Step A.; A solution of sodium nitrite (0.70 g, 10.2 mmol) and H2O (2.1 mL) was added dropwise at 0 C. to a solution of 4-bromo-2-ethylbenzenamine hydrochloride (2.0 g, 8.45 mmol) in 12N HCl (20.1 mL) and TFA (2.6 ml). The reaction mixture was stirred at 0 C. for 1 h followed by the dropwise addition of a solution of tin(II)chloride (3.53 g, 18.6 mmol) in 12N HCl (5.0 mL) and H2O (0.7 mL) at 0 C. The reaction mixture stirred for 15 h at 20 C. and was filtered to give 1-(4-bromo-2-ethylphenyl)hydrazine hydrochloride as an off-white solid (2.9 g, 11.5 mmol).

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

Reference:
Patent; Bristol-Myers Squibb Company; US2007/27178; (2007); A1;,
Bromide – Wikipedia,
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Electric Literature of 6683-75-6,Some common heterocyclic compound, 6683-75-6, name is 1,2-Dibromo-4-tert-butylbenzene, molecular formula is C10H12Br2, 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 a three-necked flask equipped with a reflux tube, 292 g (1.0 mol) of p-tert-butyl o-dibromobenzene was added.Potassium ferricyanide 329 g (1.0 mol), DBU 1460 mL, silver carbonate 16.8 g (0.1 mol) and copper acetylacetonate 52.4 g (0.2 mol),The reaction was heated to 100 C. After the reaction was over, insoluble material was filtered off and the DBU was recovered under reduced pressure. The residue was poured into water and filtered to obtain 180 g of p-tert-butylphthalonitrile, with a yield of 97.8% and a purity of 99.0%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,2-Dibromo-4-tert-butylbenzene, its application will become more common.

Reference:
Patent; Zhengzhou Gaike Technology Co., Ltd.; Guo Libing; (5 pag.)CN107903190; (2018); A;,
Bromide – Wikipedia,
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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. 1150102-47-8, name is 6-Bromo-N1-methylbenzene-1,2-diamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 1150102-47-8

To compound B108 (4.60 g, crude) was added HCOOH (20 mL), the resulting mixture was stirred at 90C for 12 hours. LCMS showed the reaction worked well. 50 mL water was added to quench the reaction, neutralized with saturated NaHC( to adjusted to pH = 8-9, the resulting mixture was extracted with EtOAc ( 200 mL x 3), the combined organic phase was washed with brine (150 mL), dried over anhydrous Na2S04, filtered and concentrated under reduced pressure to give compound B109 (3.70 g, 3-step yield: 83.6%) as a brown solid.

The synthetic route of 1150102-47-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; QURIENT CO., LTD.; LEAD DISCOVERY CENTER GMBH; NAM, Kiyean; KIM, Jaeseung; JEON, Yeejin; YU, Donghoon; SEO, Mooyoung; PARK, Dongsik; EICKHOFF, Jan; ZISCHINSKY, Gunther; (217 pag.)WO2019/197549; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

627526-90-3, name is 1-Bromo-3-(difluoromethyl)-5-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. Computed Properties of C7H4BrF3

A solution of 64c (41.6 g, 0.182 mol), Pd[P(Ph)3]4(0) (15 g, 13 mmol), and zinc cyanide (12.82 g, 0.109 mol) in dry DMF (400 mL) under nitrogen was heated to 80 C. for 5.5 h. The reaction mixture was cooled to RT, the yellow solid filtered and the filtrate added to water (500 mL). The filtrate was thrice extracted with Et2O and the combined extracts washed twice with water, dried (MgSO4), filtered and evaporated at 30 C. The crude was purified by SiO2 chromatography eluting with a hexane/EtOAc gradient (100:0 to 95:5 to 90:10) to provide 26.3 g of 66 as a colorless oil which partially crystallizes

The synthetic route of 627526-90-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Roche Palo Alto LLC; US2005/239881; (2005); A1;,
Bromide – Wikipedia,
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Synthetic Route of 51776-71-7, A common heterocyclic compound, 51776-71-7, name is 1-Bromo-4-(difluoromethyl)benzene, molecular formula is C7H5BrF2, 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 stirred mixture of l-bromo-4-(difluoromethyl)benzene (0.76 g, 3.7 mmol), bis(pinacolato)diboron (1.13 g, 4.4 mmol), l,l’-bis(diphenylphosphino)ferrocene- palladium dichloride (0.31 g, 0.37 mmol), and potassium acetate (1.09 g, 11.1 mmol) in dry 1,4-dioxane (10.0 mL) was purged three times with argon and placed under vacuum three times. The mixture was heated to 90 C and monitored with LC-MS and TLC. After 21 h, the reactions were cooled to rt then filtered through Celite. The organic solvent was removed under reduced pressure, and the residue was purified on silica gel (0-10% EtOAc in hexanes) to yield a yellow liquid as 2-(4-(difluoromethyl)phenyl)-4,4,5,5-tetramethyl-l,3,2- dioxaborolane. 1H NMR (400 MHz, DMSO-d6) delta ppm 7.80 (2 H, m, J=8.0 Hz), 7.57 (2 H, m, J=8.0 Hz), 7.05 (1 H, t), 1.36 (12 H, s).

The synthetic route of 51776-71-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; DRANSFIELD, Paul, John; GONZALEZ LOPEZ DE TURISO, Felix; KOHN, Todd, J.; PATTAROPONG, Vatee; SIMARD, Jillian, L.; WO2012/3283; (2012); A1;,
Bromide – Wikipedia,
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Related Products of 1435-54-7, 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. 1435-54-7 name is 1,3-Dibromo-2-fluorobenzene, 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.

To a solution of 1,3-dibromo-2-fluorobenzene (1 equiv) in DMF/EtrN (1 : 1) is added Pdi PPh ; ): (3 mol %) and 4-ethynyl-3-fluorobenzonitrile (2 equiv), and the mixture is stirred for 5 minutes. Sodium ascorbate (6 mol % in DMF) and CuS04 (1 mol % in DMF) are then added, and the reaction is stirred at 80 C for 4 hours. The reaction is diluted with EtOAc and washed with saturated NH4C1 solution and brine. The organic layer is dried over anhydrous Na?.SQ4, filtered, and concentrated under reduced pressure. The crude residue is purified by column chromatography on silica gel to provide 4,4′-((2-fluoro-1,3-phenylene)bis(ethyne-2,1-diyl))bis(3-fluorobenzonitrile) .

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

Reference:
Patent; GEORGIA STATE UNIVERSITY RESEARCH FOUNDATION, INC.; WANG, Binghe; BOYKIN, David, W.; CHOUDHARY, Manjusha, Roy; KUMAR, Arvind; YU, Bingchen; ZHU, Mengyuan; (498 pag.)WO2019/241566; (2019); A1;,
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,
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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

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

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