Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 51776-71-7, name is 1-Bromo-4-(difluoromethyl)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 51776-71-7, category: bromides-buliding-blocks

Example 38:; phit’i-Difluoroinethyl-phenoxyJ^^-dimethyl^.S-dihydro-benzofuran-beta-carboxylic acid (1 -methyl-1 H-pyrazol-3-yl)-amide; A mixture of 4-hydroxy-2,2-dimethyl-2,3-dihydro-benzofuran-6-carboxylic acid (1 -methyl-1 /-/-pyrazol-3-yl)- amide (31a) (102 mg, 0.36 mmol), 1-bromo-4-difluoromethyl benzene (110 mg, 0.53 mmol), Cs2CO3 (174 mg, 0.53 mmol) and CuI (1 mg) in DMF (5 mL) was heated for 2 hr at 16O0C in the microwave. The mixture was filtered and the filtrate was purified by reverse phase chromatograph to give a white solid (18 mg, 12% yield). 1H NMR (400 MHz, CDCI3) delta 9.92 (d, J=2.02 Hz, 1 H) 8.52 (s, 1 H) 7.72 (dd, .7=10.36, 1.77 Hz, 1 H) 7.64 (d, J=8.34 Hz, 1 H) 7.28 (s, 1 H) 7.09 (t, J=7.96 Hz, 1 H) 7.05 (s, 1 H) 6.97 (s, 1 H) 6.77 (d, J=2.02 Hz, 1 H) 3.78 (s, 3 H) 2.98 (s, 2 H) 1.51 (s, 6 H); LCMS for C22H21F2N3O3 m/z 414.00 (MH-H)+

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-4-(difluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2007/122482; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 106-37-6, 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. 106-37-6 name is 1,4-Dibromobenzene, 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.

At 80C, 4-dibenzofuranboronic acid (13.3g), 1,4-dibromobenzene (10g), tetrakis(triphenylphosphine)palladium (3.02g), toluene (158mL), ethanol (65mL), water (65mL), and potassium carbonate (21.69g) were stirred for 5 hours. The reaction was monitored by thin layer chromatography. Upon completion of the reaction, it was quenched with water (100mL) and extracted with ethyl acetate (100mL). The organic layer was extracted with water (3x30mL) and dried over anhydrous sodium sulfate. The ethyl acetate layer was collected through Celite and further purified by column chromatography. Following this, the ethyl acetate layer was evaporated to dryness under vacuum rotavap to yield 13.7g 4-(4′-bromophenyl)dibenzofuran.

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

Reference:
Patent; e-Ray Optoelectronics Technology Co., Ltd.; Ban, Ruman; Huang, Helong; Yao, Zhengcong; Xie, Bowei; Chen, Huixu; (34 pag.)CN105585555; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 1123172-38-2, 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. 1123172-38-2 name is 1-Bromo-3-(tert-butyl)-5-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.

238 mg of bromo-3-tert-butyl-5-fluorobenzene (1.03 mmol; 1.03 eq.), 319 mg of methyl 1-[3-(4,4,5,5- tetramethyl- 1 ,3,2-dioxaborolan-2-yl)phenyl]azetidine-3-carboxylate (preparation 10; 1.00 mmol; 1 eq) and 4 mE of dioxane were added to a 12 mE Q-Tube reaction vessel. The medium was purged under vacuum and under argon. 41 mg of Pd(dppf)C12CH2C12 (0.05 mmol; 0.05 eq) and 415 mg of ground K2C03 (3.00 mmol; 3.00 eq.) were added, and then the reactor was sealed and heated at 114 C. for 20 h. The reaction medium was then filtered, rinsed with DCM and concentrated under reduced presure. The residue was purified by flash chromatography on silica using a cyclohexane/ 0% to 5% (cyclohexane/ethyl acetate) gradient. 237 mg of the title compound were obtained in the form of a yellow syrup.11071] Yld: 69%. ?H NMR (300 MHz, CHC13-d) oeppm 1.34 (s, 9H)3.53-3.66 (m, 1H) 3.75 (s, 3H) 4.05-4.11 (m, 4H) 6.48 (dd,J=8.0, 2.3 Hz, 1H) 6.6 (t, J=2.0 Hz, 1H) 6.94-6.99 (m, 1H)7.04 (m, 1H) 7.07 (m, 1H) 7.29 (t, J=7.8 Hz, 1H) 7.33 (t,J=1.7 Hz, 1H). LC-MS: mlz (M+H): 342.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-3-(tert-butyl)-5-fluorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; INVENTIVA; BOUBIA, Benaissa; MASSARDIER, Christine; GUILLIER, Fabrice; POUPARDIN, Olivia; TALLANDIER, Mireille; AMAUDRUT, Jerome; BONDOUX, Michel; FEENSTRA, Roelof Williem; VAN DONGEN, Maria Johana Petronella; (207 pag.)US2017/66717; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 90562-10-0, A common heterocyclic compound, 90562-10-0, name is 1-Bromo-4-(3-bromopropyl)benzene, molecular formula is C9H10Br2, 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.

The starting material was prepared using an analogous procedure to that described in Example 35 for the preparation of 3-(4-allyloxyphenyl)-1-methoxypropane but starting from 3-(4-bromophenyl)propyl bromide. There was thus obtained 3-(4-bromophenyl)-1-(methoxy)propane; NMR (CDCl3): 1.8-2.0(2H, m), 2.6-2.7(2H, t), 3.3-3.4(5H, m), 7.0-7.1(2H, d) and 7.3-7.4(2H, d).

The synthetic route of 90562-10-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zeneca Limited; US5919793; (1999); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 959992-62-2, 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. 959992-62-2, name is 6-Bromo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine, This compound has unique chemical properties. The synthetic route is as follows.

In a 10 ml microwave reactor vial were placed (R)-4-((R)-1-((1-cyclopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazol-7-yl)oxy)ethyl)pyrrolidin-2-one (150.0 mg, 0.36 mmol), 6-bromo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine (172.5 mg, 0.8 mmol), and Pd(PPh3)4 (21.1 mg, 0.02 mmol) in DME (1 ml) and 2N Na2CO3 (1 ml). The mixture was sonicated and degassed for 1 min, placed in the microwave reactor, and heated at 135 C. for 15 min. Then it was directly loaded onto the pre-packed silica cartridge and purified using flash chromatography (100% dichloromethane to 25% MeOH in dichloromethane). The fractions were collected, concentrated, and further purified by reverse phase flash chromatography. The fractions were collected, neutralized with sat. NaHCO3, and extracted with EtOAc. The combined organic layers were washed with water and brine, dried (Na2SO4), filtered, and concentrated to give 52.7 mg (34%) of (R)-4-((R)-1-((1-cyclopropyl-5-(3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-yl)-1H-benzo[d]imidazol-7-yl)oxy)ethyl)pyrrolidin-2-one.

The chemical industry reduces the impact on the environment during synthesis 6-Bromo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Gilead Scientific Systems, Inc.; Cory, Kevin S; Doo, Jimin; Farrand, Julie; Guerrero, Juan A; Katana, Ashley A; Cato, Daryl; Laisaweed, Scott I; Lee, Jiayao; Lingco, John O; Nicolaus, May; Notte, Gregory; Phyen, Hyeoung-Jung; Sangy, Michael; Sumit, Arun C; Adam J, Surayyah; Stephens, Cork L; Venkatraman, Chandrasekar; Watkins, William J; Yang, Jong Yu; Jabloki, Jeff; Jifel, Shiela; Ro, Jennifer; Lee, Sung H; Jao, Chung Dong; Grove, Jeffery; Su, Jianjun; Blomgren, Peter; Mitchell, Scott A; Shyung, Jin Ming; Chandrasekar, Jayaraman; (460 pag.)KR2016/37198; (2016); 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. 1435-54-7, name is 1,3-Dibromo-2-fluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 1,3-Dibromo-2-fluorobenzene

Scheme 4-1: In Step 1 the appropriately substituted dibromo species is coupled with an appropriate boronic acid as known in the art to form a mixture of biaryl and triaryl products from which the desired biaryl compound is isolated. In Step 2 the appropriately substituted biaryl species is converted to the Grignard reagent with activated magnesium. In Step 3 the appropriately substituted aldehyde is treated with the previously prepared Grignard reagent to form an alcohol. In Step 4 the appropriately substituted alcohol is converted to a bromide as known in the art with carbon tetrabromide and triphenyl phosphine. In Step 5 the appropriately substituted bromide is converted to the Grignard reagent with activated magnesium.

According to the analysis of related databases, 1435-54-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ACHILLION PHARMACEUTICAL, INC.; WILES, Jason Allan; PHADKE, Avinash S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; BARRISH, Joel Charles; GREENLEE, William; EASTMAN, Kyle J.; (0 pag.)WO2018/160891; (2018); 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. 376646-62-7, name is (4-Bromo-2-methylphenyl)methanamine, A new synthetic method of this compound is introduced below., Recommanded Product: (4-Bromo-2-methylphenyl)methanamine

To a solution of tert-butyl 3-isopropoxyazetidine-1-carboxylate (345 mg, 1.6 mmol) in MeOH (30 mL) was dropwise added SOCl2 (1.88 g, 16 mmol, 10 eq). The mixture was stirred at 65 °C for 1 h and the solvent was evaporated to afford a residue which was dissolved in DCM (6 mL) and treated with triphosgene (189 mg, 0.64 mmol) and TEA (800 mg, 8.0 mmol). After the mixture was stirred at rt for 0.5 h 4-bromo-2-methylbenzyl amine (312 mg, 1.57 mmol, 1 eq) was added and the mixture was stirred for another 3 h. The solvent was concentrated in vacuo to afford a residue which was purified by prep-HPLC (CH3CN/H2O with 0.05percent TFA as mobile phase) to give the title compound (150 mg, 27percent) as a yellow solid. ESI-MS (M+H)+: 341.0.

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; BIOGEN IDEC MA INC.; SUNESIS PHARMACEUTICALS, INC.; HOPKINS, Brian T.; MA, Bin; CHAN, Timothy Raymond; KUMARAVEL, Gnanasambandam; MIAO, Hua; BERTOLOTTI-CIARLET, Andrea; OTIPOBY, Kevin; WO2015/89327; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 41825-73-4, 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. 41825-73-4 name is 2-Bromo-4,6-dimethylaniline, 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.

Production Example 1-40 Production of Compound Represented by Formula (1-41) Production of Compound Represented by Formula 3-1 2.04 g of 1,1?-bis(diphenylphosphino) ferrocene-palladium(II) dichloride-dichloromethane complex, 48.8 g of cesium carbonate, and 10 g of the compound represented by Formula (5-1) were dissolved in 125 ml of N,N-dimethylformamide at room temperature in a nitrogen atmosphere. 32.5 ml (1.0 M hexane solution) of triethylborane was added dropwise to the obtained solution, followed by stirring at room temperature for 16 hours in a nitrogen atmosphere. After the reaction liquid was filtered using Celite (registered trademark), water was added to the filtrate, the resultant product was extracted with tert-butyl methyl ether, and the organic layer was washed with a saturated saline solution, and dried over anhydrous magnesium sulfate. The obtained organic layer was concentrated under reduced pressure, and the resultant product was subjected to silica gel column chromatography (eluent, ethyl acetate_hexane=1:19?1:9), whereby 3.18 g of the compound represented by Formula (3-1) was obtained. 1H NMR (CDCl3) delta ppm: 6.78 (2H, s), 3.49 (2H, s), 2.51 (2H, q), 2.23 (3H, s), 2.16 (3H, s), 1.24 (3H, t)

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

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; Jin, Yoshinobu; Fujino, Yoshimi; US2015/289505; (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. 21865-50-9, name is 6-Bromo-2,3,4,9-tetrahydro-1H-carbazole, A new synthetic method of this compound is introduced below., Safety of 6-Bromo-2,3,4,9-tetrahydro-1H-carbazole

While purging with nitrogen gas in a 1L round bottom flask at room temperature,6-bromo-1,2,3,4-tetrahydrocarbazole (100 g, 400 mmol),Iodinebenzene (122 g, 600 mmol),Copper iodide (3.80 g, 20.0 mmol),Potassium phosphate (178g, 840mmol),1,2-cyclohexane diamine (91.3 g, 800 mmol),1,4-dioxane (500 mL) was added and refluxed for 12 hours. After TLC confirms the end of the reaction,After cooling the reaction solution to room temperature,Methylene chloride and water were added to separate the layers. The aqueous layer was removed and the organic layer was concentrated under reduced pressure,Purification by silica gel column chromatography gave <1-a>(86.5 g, 265 mmol). (Yield 66.3%)

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; SFC Ltd.; Shin Bong-gi; Kim Si-in; (80 pag.)KR102004386; (2019); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 69902-83-6, 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. 69902-83-6, name is 1-Bromo-2-methyl-3-(trifluoromethyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of l-bromo-2-methyl-3-(trifluoromethyl)benzene (i-4a) (2 g, 8.36 mmol) in CCI4 (20 mL) was added NBS (1.49 g, 8.36 mmol), dibenzoyl peroxide (20 mg, 0.08 mmol). The mixture was stirred under nitrogen at 100 C for 16 h. The solvent was removed in vacuo, and the residue was partitioned between water (15 mL) and DCM (15 mL). The water layer was extracted with DCM (15 mL x 3). The combined organic layers were dried over anhydrous Na2S04 and evaporated under reduced pressure. The residue was purified by column chromatography on silica gel (PE/EtOAc = 50/1) to afford the title compound (1.16 g, purity 80%, yield: 43%). LCMS (ESI) calc’d for C8H5Br2F3 [M+H]+: 317, found: 317.

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-2-methyl-3-(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BARR, Kenneth Jay; BEINSTOCK, Corey; MACLEAN, John; ZHANG, Hongjun; BERESIS, Richard Thomas; WO2014/28591; (2014); A2;,
Bromide – Wikipedia,
bromide – Wiktionary