Category: bromides-buliding-blocks

Related Products of 1435-51-4, These common heterocyclic compound, 1435-51-4, name is 1,3-Dibromo-5-fluorobenzene, 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 a mixture of tris(dibenzylideneacetone)dipalladium (0.20 g, 0.22 mmol), 9,9-dimethyl-4,5-bis(diphenylphosphine)xanthene (0.13, 0.22 mmol) and cesium carbonate (5.0 g, 15.41 mmol) under N2 gas was added acetamide (0.90, 14.73 mmol), l,3-dibromo-5- fluorobenzene (2.8 g, 10.83 mmol) and dioxane (22 mL). The reaction mixture was heated at 8O0C overnight and concentrated under reduced pressure. Purification by flash chromatography (silica, 50:50 ethyl acetate/hexane) gave N-(3-bromo-5-fluorophenyl)acetamide (3.51 g, quantitative). Retention time (min) = 1.945, method [4], MS(ESI) 232.0 (M+Eta).

The synthetic route of 1435-51-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; SHAM, Hing, L.; KONRADI, Andrei, W.; HOM, Roy, K.; PROBST, Gary, D.; BOWERS, Simeon; TRUONG, Anh; NEITZ, R., Jeffrey; SEALY, Jennifer; TOTH, Gergely; WO2010/91310; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 553-94-6,Some common heterocyclic compound, 553-94-6, name is 2,5-Dimethylbromobenzene, molecular formula is C8H9Br, 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: A round bottom flask was charged with the aryl halide (0.5mmol), phenylboronic acid (0.75mmol), base (1.5 or 3mmol), catalyst (0.01mmol) and solvent (7mL), although the amount of the reagents and catalysts was diminished to half when catalysts 2-4 were utilized. The mixtures were heated for the times 2, 4, 8 and 24h and at the temperatures 85 and 100C given in the tables using the bases and catalysts there indicated. The products were characterized by GC.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,5-Dimethylbromobenzene, its application will become more common.

Reference:
Article; Karami, Kazem; Rahimi, Nasser; Rizzoli, Corrado; Polyhedron; vol. 59; (2013); p. 133 – 137;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 327-51-5,Some common heterocyclic compound, 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene, molecular formula is C6H2Br2F2, 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 a solution of l,4-dibromo-2,5-difluorobenzene (12.6 g, 46.3 mmol) in toluene (300 mL) cooled to -78 C was added butyllithium (18.5 mL, 46.3 mmol) at such a rate that the internal temperature did not exceed -50 C and the reaction was stirred for 45 minutes. To the reaction was added N, N-dimethylacetamide (4.84 g, 55.6 mmol). The reaction was stirred at -78 C and then warmed to ambient temperature over a period of 4 hours. The reaction was quenched by adding water (300 mL) followed by the addition of EtOAc (500 mL) and the layers were separated. The organic layer was washed with brine (100 mL), dried over MgS04, filtered and concentrated in vacuo. The crude material was chromatographed eluting with 10% EtOAc/Hexane to give l-(4-bromo-2,5- difluorophenyl)ethanone (5 g, 21.3 mmol, 45.9 % yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,4-Dibromo-2,5-difluorobenzene, its application will become more common.

Reference:
Patent; ARRAY BIOPHARMA INC.; FELL, Jay Bradford; FISCHER, John P.; HINKLIN, Ronald J.; WO2013/74641; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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 62871-09-4 as follows. Formula: C10H19Br

To a stirred solution of (S)-nicotine (0.52 g, 3.2 mmol) in AcOH (10 ml) was added 10-bromo-dec-1-ene (1.66 g, 7.58 mmol).The mixture was heated at reflux for 3 days. AcOH was evaporated and the residue was dissolved in CHCl3.The mixture was washed with saturated aqueous NaHCO3, water and brine successively and dried.Evaporation of the solvent followed by titration with ether afforded 0.74 g (61%) of (S)-1-dec-9-enyl-3-(1-methyl-pyrrolidin-2-yl)-pyridinium bromide (NDNB-9e) as a brown oil. 1H NMR (300 MHz, CDCl3) delta 9.65 (1H, d, J=5.1 Hz), 9.14 (1H, s), 8.41(1H, d, J=8.1 Hz), 8.09 (1H, dd, J=8.1, 5.1 Hz), 5.75 (1H, m), 4.88-5.10 (4H, m), 3.54 (1H, t, J=8.1 Hz), 3.23 (1H, m), 2.45 (2H, m), 2.22 (3H, s), 1.70-2.10 (6H, m), 1.61 (1H, m), 1.10-1.40 (10H, m); 13C NMR (75 MHz, CDCl3) delta 146.46, 144.39, 143.74, 142.97, 139.07, 128.50, 114.33, 67.17, 62.25, 56.92, 40.74, 36.11, 33.93, 32.35, 29.42, 29.24, 29.15, 29.03, 26.35, 23.41.

According to the analysis of related databases, 62871-09-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Crooks, Peter A.; Dwoshin, Linda; Xu, Rui; Ayers, Joshua T.; US2003/225142; (2003); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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 944718-31-4 as follows. Recommanded Product: 944718-31-4

5-bromo-1-methyl-1H-benzo[d][1,2,3]triazole (302.3 mg, 1.426 mmol),Benzophenone imine (342.5 mg, 1.890 mmol),t-BuONa (274.2 mg, 2.853 mmol),BINAP (87.8mg, 0.141mmol)And Pd2 (dba) 3 (131.4 mg, 0.1435 mmol)Dissolved in 1,4-dioxane (10 mL).The reaction mixture is at 100 ° C,Stir for 6 hours in a nitrogen atmosphere.After the reaction was completed, it was concentrated under reduced pressure.The residue was diluted with water (50 mL).The resulting mixture was taken with DCM and MeOHThe mixed solvent (10/1 (v/v), 80 mL × 3) was extracted.The combined organic phases were dried over anhydrous Na 2 SO 4 and filtered.The filtrate was concentrated under reduced vacuo afforded title crystallThe crude product was used directly in the next step without further purification.

According to the analysis of related databases, 944718-31-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Li Minxiong; Peng Ju; Li Xiaobo; Zhang Tao; Hu Haiyang; Chen Wuhong; Bai Changlin; Ke Donghua; Chen Peng; (217 pag.)CN109776522; (2019); A;,
Bromide – Wikipedia,
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Application of 955959-84-9, 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. 955959-84-9 name is 4-(4-Bromophenyl)dibenzo[b,d]furan, 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.

A solution of dibenzofuran-4-boronic acid (1.0 g, 4.7 mmol) in ethanol (10 ML) was added to a stirred solution of 1- bromo-4-iodobenzene (1.33 g, 4.7 mmol) and tetrakis- (triphenylphosphine) palladium (0) (271 mg, 5 MOLpercent) in toluene (40 mL). 2N sodium carbonate (4.7 mL, 9.4 mmol) was added and the reaction was heated to 90°C (oil bath temp. ) for 2-3 hrs until complete (TLC control). The reaction mixture was cooled to room temperature and partitioned between water and diethyl ether. The phases were separated, the aqueous phase being further extracted with diethyl ether (2 x 20 mL). The combined extract was washed with water and brine. The ethereal solution was dried over anhydrous MGS04, filtered and concentrated in vacuo to yield 4- (4-BROMOPHENYL)-DIBENZOFURAN as a yellow solid, which was used immediately without further purification. A solution of 4-FORMYLPHENYLBORONIC acid (0.9 g, 5.64 mmol) in ethanol (10 mL) was added to a stirred solution of the crude 4- (4-BROMOPHENYL)-DIBENZOFURAN (from the previous reaction) in toluene (40 mL). tetrakis- (Triphenylphosphine) palladium (0) (270 mg, 5 molpercent) and 2N sodium carbonate (4.7 mL, 9.4 mmol) were added and the reaction was heated to 100°C (oil bath temp. ) for 2-3 hrs until complete (TLC control). The reaction mixture was cooled to room temperature and partitioned between water and ethyl acetate. The phases were separated, the aqueous phase being further extracted with ethyl acetate (2 x 20 mL). The combined extract was washed with 0.5 N hydrochloric acid, water and brine and then dried over anhydrous MGS04, filtered and concentrated in vacuo. Purification of the product by flash column chromatography, using 10-20percent ethyl acetate in hexane as eluent, afforded the title compound has a white solid (1.51g).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(4-Bromophenyl)dibenzo[b,d]furan, and friends who are interested can also refer to it.

Reference:
Patent; THE INSTITUTE OF PHARMACEUTICAL DISCOVERY, LLC; WO2004/99170; (2004); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

1073-39-8, name is 3-Bromobicyclo[4.2.0]octa-1,3,5-triene, 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. Recommanded Product: 3-Bromobicyclo[4.2.0]octa-1,3,5-triene

To a mixture of 3-bromobicyclo[4.2.0]octa-1,3,5-triene (1092.9 mg, 5.97 mmol) THF (4 mL) was added, cooled to -78 C and the flask was evacuated, re-filled with nitrogen. To the mixture was added 3.7 ml of n-BuLi (3.7 ml, 5.97 mmol, 1.6 M in hexane) dropwise with stirring at -78 C for 25 min. 4- (Benzyloxy)-5-bromo-2-methylbenzaldehyde (1.82 g, 5.97 mmol) in THF (6 mL) was then added to the solution and the mixture was kept stirring for 1 h at -78 C. The resulting mixture was quenched with aqueous NH4CI (15 ml), extracted with EtOAc three times (20 ml each time). The combined extracts were washed with brine, dried over Na2S04, filtered and concentrated. The residue was purified by flash column chromatography on silica gel (40 g, EtOAc/heptane: 0>10%) to yield (4-(benzyloxy)-5-bromo-2- methylphenyl)(bicyclo[4.2.0]octa-1 (6),2,4-trien-3-yl)methanol as a colorless oil. MS (ES) m/z: 431.10 [M+Na]+.

The synthetic route of 1073-39-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; GAUL, Micheal; KUO, Gee-Hong; XU, Guozhang; LIANG, Yin; (218 pag.)WO2018/89449; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 1786-36-3, A common heterocyclic compound, 1786-36-3, name is (2-Bromo-1-fluoroethyl)benzene, molecular formula is C8H8BrF, 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.

Under a nitrogen atmosphere, nickel bromide (4.4 mg, 0.02 mmol),4,4′-dimethyl-2,2′-bipyridine (3.68 mg, 0.02 mmol),Tetrabutylammonium iodide (14.77 mg, 0.04 mmol) manganese powder (43.95 mg, 0.8 mmol),Add solvent NMP (0.5 mL) and stir well. Weigh 4-iodobenzaldehyde (46.40mg, 0.2mmol) in NMP (0.5mL),After dissolution, add (2-bromo-1-fluoroethyl) benzene (60.92 mg, 0.3 mmol) and mix well.The solution was transferred to a sealed tube. After sealing, the reaction was stirred in an oil bath at 80 C for 24 hours.Cool the reaction to room temperature, ether (5mL)Add an equal volume of saturated ammonium chloride solution to the diluted reaction solution.Filter through a diatomaceous sand core funnel, rinse with a small amount of ether, and collect the filtrate.The filtrate was extracted three times with diethyl ether, and the organic phases were combined (add internal standard dodecane,GC-MS determined crude yield). Dry over anhydrous sodium sulfate, filter, and remove the solvent by distillation under reduced pressure.After the residue was separated by silica gel column chromatography, the product was weighed, and the calculated yield was 46%.

The synthetic route of 1786-36-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sichuan Qing Chemical University; Yang Yi; Luo Gen; Li Youlin; Tong Xia; He Mengmeng; Jiang Yan; Liu Yingle; Shu Yumei; Zheng Yubin; Lu Wenjie; Zhao Yanchuan; (22 pag.)CN110803977; (2020); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 51437-00-4, The chemical industry reduces the impact on the environment during synthesis 51437-00-4, name is 4-Bromo-1-fluoro-2-methylbenzene, I believe this compound will play a more active role in future production and life.

Intermediate 10) Synthesis of 5-(4-(methylsulfonyI)tetrahydro-2jfiT-pyran-4- yI)benzo [b] thiophene-2-carboxylic acid (a) Synthesis of 4-(4-fluoro-3-methylphenyl)tetrahydro-2H-pyran-4-ol 4-Bromo-l-fluoro-2-methylbenzene (1.0 g, 5.29 mmol) was dissolved in anhydrous THF (26.0 mL), and 1.6M solution of -BuLi in THF (3.5 mL, 5.55 mmol) and tetrahydro-4H-pyran-4-one (556.0 mg, 5.55 mmol) were added at -78C. The reaction mixture was stirred at 0C for 2 hours, H20 was added, and extracted with EtOAc. The organic extract was washed with brine, dried over anhydrous Na2S04 and concentrated under reduced pressure. The residue was purified by flash column chromatography (silica gel, n-Hex : EtOAc = 1 : 1) to obtain 4-(4-fluoro-3-methylphenyl)tetrahydro-2H- pyran-4-ol (800.0 mg, 72%) as a white solid. 1H-NMR (400MHz, CDC13): delta 7.31 (dd, 1H, J=7.3, 2.2Hz), 7.26 (m, 1H), 6.99 (t, 1H, J=8.9Hz), 3.84-3.98 (m, 4H), 2.29 (s, 3H), 2.08-2.18 (m, 2H), 1.65-1.69 (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-fluoro-2-methylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; C&C RESEARCH LABORATORIES; PARK, Chan Hee; LEE, Sang Hwi; IM, Junhwan; LEE, Soon Ok; KIM, Jongmin; KO, Kwang Seok; KIM, Byungho; KONG, Minjung; KIM, Mi Sun; MOON, Hyung Jo; (106 pag.)WO2016/89060; (2016); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 2695-47-8, name is 6-Bromo-1-hexene, 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 2695-47-8, SDS of cas: 2695-47-8

Sodium hydride (1.05 eq) was slowly added at 00C to a solution of iV-methyltrifluoro- acetamide (25 g) in DMF (140 mL). The mixture was stirred for Ih at room temperature under nitrogen. Then, a solution of bromohexene (32.1 g) in DMF (25 niL) was added dropwise and the mixture was heated to 70C for 12 hours. The reaction mixture was poured on water (200 mL) and extracted with diethylether (4 x 50 mL), dried (MgSO4), filtered and evaporated to give 35 g of the target product (1-5) as a yellowish oil which was used without further purification in the next step.

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

Reference:
Patent; Tibotec Pharmaceuticals Ltd.; WO2008/59046; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary