Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 6274-57-3, name is 1-(4-Bromophenyl)-N,N-dimethylmethanamine, 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 6274-57-3, name: 1-(4-Bromophenyl)-N,N-dimethylmethanamine

Example 39 Preparation of Compound 73 (0279) (0280) To 4?-bromobenzyldiethylamine (0.3 g, 1.23 mmol) in anhydrous THF (10 mL) at -78 C. under N2 was added 2.5 M n-butyllithium in hexanes (0.5 mL, 1.23 mmol) and then followed by the addition of 1,2-dihydro-4-methyl-1-phenyl-2-quinolone (0.3 g, 1.25 mmol) in THF (10 mL). The mixture was stirred at -78 C. for 1 hour and HOAc (0.5 mL) was added. The mixture was stirred at room temperature for another hour and then concentrated to dryness in vacuo. The residue was dissolved in CH2Cl2 (10 mL) and then followed by the addition of 1-(methylthio)-7,8-dihydro-6H-thiazolo[5,4,3-ij]quinolin-9-ium tosylate (0.484 g, 1.23 mmol) and triethylamine (0.56 mL). The mixture was stirred at room temperature for 2 hrs and concentrated to dryness in vacuo. The residue was dissolved in MeOH (5 mL) and then added dropwise to a solution of NaI (2 g) in water (50 mL). The orange precipitate (42 mg) was collected by suction filtration and dried to a constant weight.

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; BIOTIUM, INC.; Mao, Fei; Cheung, Chingying; Leung, Wal-Yee; Windler, Sarah Lynn; Roberts, Lori M.; (76 pag.)US2016/24067; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 858121-94-5, 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. 858121-94-5, name is 4-(Bromomethyl)-1,1-difluorocyclohexane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 4-(bromomethyl)-1 ,1-difluorocyclohexane (600 mg, 0.0028 mol, Intermediate 3) in Lambda/,/V-dimethylformamide (6 mL), sodium azide (549 mg, 0.0084 mol) was added at 26 C. The reaction mixture was heated to 100 C and stirred for 16 h at the same temperature. Upon completion, the reaction mixture was used for the next step without any further purification.1H NMR (400 MHz, CDCI3) 53.18 (t, J = 6.6 Hz, 2H), 2.17-1.98 (m, 2H), 1.85-1.57 (m, 5H), 1.37- 1.20 (m, 2H).

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-(Bromomethyl)-1,1-difluorocyclohexane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ALEMPARTE-GALLARDO, Carlos; ENCINAS, Lourdes; ESQUIVIAS PROVENCIO, Jorge; (206 pag.)WO2019/34729; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 698-00-0, 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. 698-00-0, name is 2-Bromo-N,N-dimethylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a stirred solution of N,N-dimethylanilines (1, 1.0 mmol) and 2,3-dihydrofuran (2, 10 mmol) in MeCN(20 ml), Co(ClO4)2 (10 mol%) was added. The reactions were performed at 50 C under oxygen atmosphere(O2 balloon) and completed in 48 hours. The products 3 were isolated by flash column chromatographic separation (acetone/petroleum ether = 1:40 to 1:30).

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, 2-Bromo-N,N-dimethylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Huo, Congde; Chen, Fengjuan; Quan, Zhengjun; Dong, Jie; Wang, Yajun; Tetrahedron Letters; vol. 57; 46; (2016); p. 5127 – 5131;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 944718-31-4, These common heterocyclic compound, 944718-31-4, name is 5-Bromo-1-methyl-1H-benzo[d][1,2,3]triazole, 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.

5-Bromo-1-methyl-benzotriazole (500.00 mg, 2.36 mmol), Pd(OAc)2 (52.98 mg,236.00 umol), tris-o-tolylphosphane (143.66 mg, 472.00 umol), DIPEA (915.02 mg,) in DMF (8.00 mL) was added methyl prop-2-enoate (2.03 g, 23.60 mmol, 2.12 mL), DIPEA (915.02 mg, 7.08 mmol, 1.24 mL) and degassed and microwaved at 130 C for 2h. After filtration through celite and diluted with EtOAc, the solution was washed with water and brine and dried over Na2SO4. Si gel chromatography gave methyl (E)-3-(1- methylbenzotriazol-5-yl)prop-2-enoate (240 mg, 47% yield). LCMS: Rt = 1.04 mm, mlz =218.

Statistics shows that 5-Bromo-1-methyl-1H-benzo[d][1,2,3]triazole is playing an increasingly important role. we look forward to future research findings about 944718-31-4.

Reference:
Patent; BIOGEN MA INC.; CAPACCI, Andrew, George; DECHANTSREITER, Michael; ENYEDY, Istvan; JONES, John, H.; LIN, Edward, Yin-Shiang; LUCAS, Brian, Stuart; MA, Bin; (273 pag.)WO2018/140876; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 54962-75-3, 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. 54962-75-3 name is 3-Bromo-5-(trifluoromethyl)aniline, 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.

Reference Example 68 1-[3-bromo-5-(trifluoromethyl)phenyl]pyrrolidin-3-ol; 3-Bromo-5-(trifluoromethyl)aniline (5.0 g) and 1,4-dibromobutan-2-ol (4.83 g) were stirred at 100C for 3 hr. After cooling to room temperature, to the reaction mixture was added saturated aqueous sodium carbonate solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate 90:10 – 50:50) to give the title compound (5.6 g, yield 22%) as a brown oil. 1H-NMR (300 MHz, CDCl3)delta:1.66 (br. s, 1 H), 2.08 – 2.27 (m, 2 H), 3.23 – 3.32 (m, 1 H), 3.38 (td, J = 8.8, 3.4 Hz, 1 H), 3.44 – 3.59 (m, 2 H), 4.65 (br. s, 1 H), 6.65 (s, 1 H), 6.80 (t, J = 1.9 Hz, 1 H), 7.02 (s, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-5-(trifluoromethyl)aniline, and friends who are interested can also refer to it.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2295406; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 615-59-8,Some common heterocyclic compound, 615-59-8, name is 1,4-Dibromo-2-methylbenzene, molecular formula is C7H6Br2, 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 argon atmosphere, 0.65 g (0.80 mmol) of PdCl2(dppf),5.9 g (60.0 mmol) of potassium acetate, and 15.2 g (60.0 mmol)bis(pinacolato)diboron were weighed into a 100 mL two-neck flask. 5.0 g (20.0 mmol) of 1,4-dibromo-2-methylbenzene and 100mL dry1,4-dioxane were added to the solution. After stirring at 100 C for24 h, the solution was stirred further night at room temperature, and the solvent was removed in vacuum. The residue was purified by column chromatography using silica gel (n-hexane/ethyl acetate 50:1). The product was recrystallized with dichloromethane andethanol. The product was a white solid. Yield: 5.1 g (74%). 1H NMR d:7.76 (s, 1H), 7.61 (s, 2H), 2.55 (s, 3H), 1.36 (s, 24H). 13C NMR d:143.83, 135.87, 135.03, 130.84, 83.78, 83.50, 77.46, 77.04, 76.61,24.90, 24.87, 22.03. MS (EI) m/z: 344.3(M).

The synthetic route of 615-59-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Park, Soyun; Tan, Xiaofeng; Jang, Woongsik; Cho, Jae Sang; Kim, Yun-Hi; Kwon, Soon-Ki; Wang, Dong Hwan; Organic electronics; vol. 46; (2017); p. 183 – 191;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 22385-77-9, name is 1-Bromo-3,5-di-tert-butylbenzene, 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 22385-77-9, Application In Synthesis of 1-Bromo-3,5-di-tert-butylbenzene

An oven-dried 500 mt_ round bottom flask equipped with a magnetic stir bar and rubber septum was attached to a double manifold and cooled under vacuum. The flask was backfilled with N2, the rubber septum was removed, l-bromo-3,5-di-te/t- butylbenzene (32.4 g, 120 mmol, 3.01 equiv.) was added, and the septum replaced. The flask was then purged with N2 for 15 minutes. THF (240 ml_, [0.5 M]) was added and the flask was cool to -78 C in a dry ice/acetone bath. While stirring, nBuLi (48.2 mL, 120 mmol, 3 equiv., [2.49 M] in hexanes) was added dropwise via syringe pump over 30 minutes. PCI3 (3.5 mL, 40 mmol, 1 equiv.) was added dropwise via syringe pump over 15 minutes. After the addition was complete, the flask was warmed to 0 C in an ice/water bath and stirred for 4 hours. The flask was allowed to warm to RT, the septum was removed and the reaction was quenched by adding brine (100 mL). The reaction was poured into a separatory funnel and the product was extracted 2X with Et20 (100 mL) . The organic layer was dried over MgS04, filtered through a glass frit, and the solvent removed in vacuo. The product was purified by recrystallization from hot EtOH (200 mL), cooled under ambient conditions, then placed in a -20 C freezer overnight. Collection of the solid via filtration and washing with EtOH resulted in white crystals ( 10.6 g, 44% yield) : 1H NMR (600 MHz, CDCl3) delta 7.38 (t, J = 1.8 Hz, 3H), 7.12 (dd, J = 8.5, 1.8 Hz, 6H), 1.22 (s, 54H) ; 13C NMR ( 151 MHz, CDCl3) delta 150.6 (d, J = 6.7 Hz), 137.3 (d, J = 9.4 Hz), 128.1 (d, J = 19.3 Hz), 122.4 , 35.0 , 31.5; 31P NMR (243 MHz, CDCl3) delta -3.59; FTIR (cm 1) : 2963, 1589, 1577, 1362, 1249, 1130, 875, 710; mp = 145-147 C; HRMS (LIFDI) m/z, calculated for [C42H63P] + : 598.4667; found : 598.4688.

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-3,5-di-tert-butylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSITY OF DELAWARE; WATSON, Donald; CINDERELLA, Andrew; VULOVIC, Bojan; (76 pag.)WO2018/64163; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 418762-26-2, name is 4-Bromo-2-fluoro-5-methylaniline, 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 418762-26-2, Quality Control of 4-Bromo-2-fluoro-5-methylaniline

Example 51A N,N-dibenzyl-4-bromo-2-fluoro-5-methylbenzenamine A suspension of 4-bromo-2-fluoro-5-methylbenzenamine (1 g, 4.9 mmol),(bromomethyl)benzene (2.5 g, 14.7 mmol) and potassium carbonate (2 g, 14.7 mmol) in acetonitrile (80 mL) was heated in a sealed tube at 100C for 16 hours. After concentration, the residue was diluted with ethyl acetate (80 mL), washed with water (20 mL), dried over anhydrous sodium sulfate, filtered, and concentrated. The residue was purified by flash chromatography on silica gel (200-300 mesh) eluting with 50/1 petroleum ether/ethyl acetate to give the title compound. MS : 384 (M+H+).

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; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI) COMPANY, LTD.; VASUDEVAN, Anil; PENNING, Thomas Dale; CHEN, Huanming; LIANG, Bo; WANG, Shaohui; WU, Fengchun; SHEN, Yan; LIU, Cuihua; ZOU, Zhenguang; WO2012/97684; (2012); 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 129316-09-2 as follows. category: bromides-buliding-blocks

Step 1 : Ethyl 5-(3-bromo-5-(teff-butyl)phenyl)-1-(cvclohexylmethyl)-2-iTiethyl-1 -/-pyrrole-3- carboxylate (12a) To a solution of compound P18a (643 mg, 1.71 mmol ) in 1 ,4-dioxane/H20 (3 mlJ0.8 ml_) 1 ,3-dibromo-5-(tert-butyl)benzene (595 mg, 2.05 mmol), Cs2C03 (1.11 g, 3.42 mmol) and Pd(PPh3)4 (66 mg, 0.17 mmol) were added under N2. The mixture was stirred under microwave at about 110C for 2.5 h. Removal of the solvents and purification by prep. TLC (PE/EA = 20/1) yielded compound 12a (275 mg, 35%) as yellow solid.

According to the analysis of related databases, 129316-09-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PHENEX PHARMACEUTICALS AG; STEENECK, Christoph; KINZEL, Olaf; GEGE, Christian; KLEYMANN, Gerald; HOFFMANN, Thomas; WO2013/79223; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 67567-26-4,Some common heterocyclic compound, 67567-26-4, name is 4-Bromo-2,6-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.

The starting material was prepared as follows: Sodium hydride (60%, 612mg, 15.3mmol) was added to a solution of 4-bromo-2,6-difluoroaniline (2.77g, 6.65mmol) in DMF (80ml). After stirring for 30 minutes at ambient temperature, 7-benzyloxy-4-chloro-6-methoxyquinazoline (2g, 6.65mmol), (prepared, for example, as described in WO 97/22596, Example 1, but the free base was generated prior to use), was added and stirring was maintained for 4 hours. The mixture was partitioned between ethyl acetate and water (200ml). The organic layer was separated, washed with water, brine, dried (MgSO4) and the volatiles were removed by evaporation. The residue was triturated with isopropanol, collected by filtration, washed with ether and dried under vacuum to give 7-benzyloxy-4-(4-bromo-2,6-difluoroanilino)-6-methoxyquinazoline (1.95g, 62%). MS – ESI: 472-474 [MH]+ 1H NMR Spectrum: (DMSOd6) 3.94 (s, 3H), 5.3 (s, 2H), 7.3 (s, 1H), 7.4 (d, 1H), 7.45 (t, 2H), 7.5 (s, 1H), 7.55 (d, 1H), 7.65 (d, 2H), 7.85 (s, 1H), 8.35 (s, 1H), 9.4-9.6 (br s, 1H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-2,6-difluoroaniline, its application will become more common.

Reference:
Patent; AstraZeneca AB; EP1244647; (2006); B1;,
Bromide – Wikipedia,
bromide – Wiktionary