Tag: M.W=200-300

Related Products of 66417-30-9, 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. 66417-30-9 name is 2-Bromo-1-methyl-4-(trifluoromethyl)benzene, 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.

Butyl lithium (1.6 M in hexane, 2.6 mL, 4.18 mmol) was added dropwise to a solution of 2-methyl-5-(trifluoromethyl)bromobenzene (1 g, 4.18 mmol) in Et2O (15 mL) at -78 C. The r.m. was stirred at -78 C. for 20 min and then 1-(tert-butyldimethylsilyloxy)-2-propanone (0.827 g, 4.39 mmol) in Et2O (5 mL) was added and the r.m. was further stirred for 2 h at -78 C. The r.m. was then quenched with water and the product was extracted with EtOAc. The organic layer was dried over MgSO4, filtered and the solvent was removed in vacuo. The crude product was purified by flash column chromatography (silica; heptanes/EtOAc 100/0 to 90/10). The fractions containing the product were collected and concentrated in vacuo to give intermediate 46 (1.036 g, 71%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-1-methyl-4-(trifluoromethyl)benzene, and friends who are interested can also refer to it.

Reference:
Patent; Janssen Pharmaceutica NV; Bischoff, Francois Paul; Velter, Adriana Ingrid; Rombouts, Frederik Jan, Rita; De Cleyn, Michel Anna, Jozef; Van Brandt, Sven Franciscus, Anna; Gijsen, Henricus Jacobus, Maria; Zavattaro, Chiara; Van den Keybus, Frans Alfons, Maria; (91 pag.)US2018/319797; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 40422-70-6, 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. 40422-70-6, name is 1-Bromo-3-(2-bromoethyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 18; 4-Bromo-2-(2-bromo-ethyl)-benzenesulfonyl chlorideChlorosulfonic acid (17 mL) was added dropwise to 1-bromo-3-(2-bromo-ethyl)-benzene (5 g, 19 mmol) at 0 C. The mixture was stirred at 0 C. for 1 h then an additional 3 h at rt. The mixture was poured into an ice-water slowly and extracted with methylene chloride, and the combined organic layers were evaporated under reduced pressure to give 4.3 g of crude 4-Bromo-2-(2-bromo-ethyl)-benzenesulfonyl chloride which was used directly for next reaction. MS (ESI) 342.9 (M-Cl+OH)-.

The synthetic route of 1-Bromo-3-(2-bromoethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Roche Palo Alto LLC; US2010/16302; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 57190-17-7,Some common heterocyclic compound, 57190-17-7, name is 2-Bromo-1,3-diisopropylbenzene, molecular formula is C12H17Br, 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: To a mixture of Pd(OAc)2 (23 mg, 0.1 mmol), DPE-Phos (125 mg,0.2 mmol), and Cs2CO3 (652 mg, 2.0 mmol) was added a solutionof 4a (496 mg, 1.0 mmol) and 2-bromo-1,3,5-trimethylbenzene(300 mg, 1.5 mmol) in 1,4-dioxane (15 mL) under N2, and the reactionmixture was heated at 110 C for 17 h with stirring. After coolingto r.t., and removal of solvents, the mixture was extracted withCH2Cl2 (3 × 20 mL), and the combined organic extracts werewashed with brine (20 mL) and dried (Na2SO4). Purification of theresidual oil by column chromatography on silica gel (hexanes-EtOAc, 10:1) afforded 5a

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-1,3-diisopropylbenzene, its application will become more common.

Reference:
Article; Zhu, Shifa; Wang, Chao; Zhao, Songxian; Xiao, Yelin; Hu, Lang; Huang, Zhipeng; Synthesis; vol. 46; 2; (2014); p. 212 – 224;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 112734-22-2, 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. 112734-22-2 name is (4-Bromo-2-fluorophenyl)methanamine, 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.

Example 12 Preparation of (3R)-2′-(4-bromo-2-fluorobenzyl)spiro[pyrrolidin-3,4′(1’H)-pyrrolo[1,2-a]pyrazin]-1′,2,3′,5(2’H)-tetraone 2,5-Dimethoxytetrahydrofuran (7.4 g) and 2.5% aqueous acetic acid (50 g) were added to ethyl (2R)-2-amino-2-ethoxycarbonylsuccinimide (10 g)and the mixture was stirred at 70C for 1.5 hours. The reaction solution was cooled and insoluble materials were dissolved by addition of ethyl acetate (50 ml) and stirring. The mixture was placed for a while and the organic layer was separated from the aqueous layer, washed with brine, dried over magnesium sulfate and filtered. The filtrate was concentrated in vacuo, diisopropylether (37 g) and ethyl acetate (9.2 g) were added to the residue and diisopropylamine (6.2 g) was added and the mixture was stirred at 0-5C of inner temperature. The precipitated crystals were filtered, washed with diisopropylether and dried to give (2R)-2-ethoxycarbonyl-2-(pyrrol-1-yl)succinimide diisopropylamine salt(yield 88%). To a suspension of (2R)-2-ethoxycarbonyl-2-(pyrrol-1-yl)succinimide diisopropylamine salt (20.0 g) in ethyl acetate (100 ml), was added 20% aqueous sulfuric acid (16 ml) and the salt was dissolved. The solution was placed after stirring and the organic layer was separated with the aqueous layer. The organic layer was separated with the aqueous layer again after brine was added to the organic solution, and the mixture was stirred and placed. The organic layer was concentrated in vacuo, ethyl acetate (50 ml) and trichloroacetyl chloride (32.3 g) were added to the residue and the mixture was stirred under reflux for 6 hours. The reaction solution was cooled, ethyl acetate (134 ml) was added thereto and it was washed with brine, aqueous solution of sodium bicarbonate, 5% aqueous sulfuric acid and brine successively. The organic layer was concentrated in vacuo, N-methyl pyrrolidone (26 ml) and ethyl acetate(6.7 ml) were added and the residue was dissolved. The solution was cooled and diisopropylamine (9 g) was added thereto and the mixture was stirred. 4-Bromo-2-fluorobenzylamine (24.2 g) was added dropwise under ice-cooling and the mixture was stirred at 0-5C for 18 hours. Ethyl acetate (266 ml) was added to the reaction solution and it was washed with 5% aqueous sulfuric acid, aqueous solution of sodium bicarbonate, 5% aqueous sulfuric acid and brine successively. The organic layer was concentrated in vacuo, ethanol (100 ml) was added to the residue and it was dissolved under heating to reflux. Ethanol (33 ml) was evaporated, the concentrated solution was cooled with ice-water and the precipitated crystals were filtered and washed with ethanol. The resulting wet crystals were recrystallized from isopropanol (124 ml and 180 ml) twice to give (3R)-2′-(4-bromo-2-fluorobenzyl)spiro[pyrrolidin-3,4′(1’H)-pyrrolo[1,2-a]pyrazin]-1′,2,3′,5(2’H)-tetraone (yield 58%).

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

Reference:
Patent; Dainippon Sumitomo Pharma Co., Ltd.; Katayama Seiyakusyo Co. Ltd.; EP2058300; (2009); 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. 1435-51-4, name is 1,3-Dibromo-5-fluorobenzene, A new synthetic method of this compound is introduced below., Safety of 1,3-Dibromo-5-fluorobenzene

Cesium carbonate (11.4 g; 8.79 mmol) was added to a solution of 2-chloro-5-methylphenol (18; 2.5 g; 17.53 mmol) and NMP (16 mL). The resulting slurry was degassed and the flask alternately purged and refilled with nitrogen. 1,3-Dibromo-fluorobenzene (3.54 g; 28.13 mmol), TMHD (0.92 mL; 0.81 g; 4.41 mmol) and Cu(I)Cl (0.87 g; 8.79 mmol) were added sequentially and the reaction mixture was heated to 110 C. for 6 h. The reaction mixture was cooled to ambient temperature, filtered through a bed of CELITE and the filter cake washed thoroughly with EtOAc. The filtrate was washed sequentially with dilute HCl dilute NaOH, water and brine. The organic extract was dried (Na2SO4), filtered and evaporated. The residue was chromatographed on silica gel and eluted with hexane:Et2O which yielded 1.8 g (32%) of 37c as a colorless oil.

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; Roche Palo Alto LLC; US2004/198736; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 699-03-6, name is 1-(4-Bromophenyl)-N-methylmethanamine, 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. Application In Synthesis of 1-(4-Bromophenyl)-N-methylmethanamine

General procedure: Aldehyde (3 mmol) was taken up in dry DCM (10 mL) in an oven dried round bottomed flask under an atmosphere of nitrogen. Acetic acid (1 mmol) was added and the reaction stirred at room temperature for 5 minutes. Amine (1 mmol) was then added and the reaction stirred at room temperature for 1 hour. The reaction was cooled to 0 C using an ice bath, then sodium triacetoxyborohydride (3 mmol) was added and the reaction warmed to room temperature and stirred until TLC indicated complete consumption of the amine. The reaction was quenched with saturated aqueous sodium bicarbonate solution. The organic layer was washed with three portions of saturated sodium bicarbonate, then acidified with concentrated hydrochloric acid. The organic layer was then washed with three portions of 2 M aqueous hydrochloric acid. The pH of the acidic washes was then adjusted to pH 10 using 4 M aqueous sodium hydroxide and the aqueous extracted with three portions of diethyl ether. The combined ether washes were dried with magnesium sulfate, filtered and concentrated to give crude product. The residue was then purified by flash column chromatography and sent to NKI for biological testing.

The synthetic route of 1-(4-Bromophenyl)-N-methylmethanamine has been constantly updated, and we look forward to future research findings.

Reference:
Article; Milne, Kirsty; Sun, Jianhui; Zaal, Esther A.; Mowat, Jenna; Celie, Patrick H.N.; Fish, Alexander; Berkers, Celia R.; Forlani, Giuseppe; Loayza-Puch, Fabricio; Jamieson, Craig; Agami, Reuven; Bioorganic and Medicinal Chemistry Letters; vol. 29; 18; (2019); p. 2626 – 2631;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 34950-82-8, A common heterocyclic compound, 34950-82-8, name is 7-Bromo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine, molecular formula is C7H7BrN2O, 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 microwave vial is added R-8 (100 mg, 0.47 mmol), R-9 (44 mg, 0.047 mmol), HP(t-13u)3—-13F4 (27 mg, 0.093 mmol), Mo(CO)5 (123 mg, 0.47 mmol) and piperidine (0.14 mE, 1.4 mmol). Contents are dissolved in dioxane (3 mE) then treated with DI3U (0.14 mE, 0.93 mmol) and DIEA (0.33 mE, 1.86 mmol) and heated at 150 C. in the microwave for 30 mm. The mixture is cooled to ambient temperature then filtered through a pad of Celite, concentrated and purified by RHPEC to give Ex 3 (35 mg, 30%).

The synthetic route of 34950-82-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer Ingelheim International GmbH; BOSANAC, Todd; BURKE, Michael J.; COOK, Brian Nicholas; DISALVO, Darren Todd; KIRRANE, JR., Thomas Martin; SHEN, Yue; US2018/354968; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 67567-26-4, name is 4-Bromo-2,6-difluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 4-Bromo-2,6-difluoroaniline

General procedure: The starting materials 1 and 2 were commercially available (Energy Chemical, Shanghai, China).Compound 2 (3.72 mmol) was added to a stirred solution of compound 1 (3.38 mmol) in glacial aceticacid (10 mL). The reaction mixture was then stirred at 110 C for 4 h. After completion of the reaction,the solvent was evaporated, and the residue was purified on a silica gel column chromatography andeluted with ethyl acetate/petroleum ether (bp 60-90 C) (1:3, v/v) to give compounds 3.

The synthetic route of 67567-26-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gao, Wei; Li, Xiaotian; Ren, Da; Sun, Susu; Huo, Jingqian; Wang, Yanen; Chen, Lai; Zhang, Jinlin; Molecules; vol. 24; 23; (2019);,
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 25017-13-4 as follows. Application In Synthesis of 1-(2-Bromoethyl)-3-fluorobenzene

Example 5 3-Fluorophenethyl Cyanide (24) 3-Fluorophenethyl bromide (23, 1.00 g, 12.3 mmol) was diluted in dry DMF (25 mL). Sodium cyanide (1.06 g, 61.6 mmol) was added in one portion, and the mixture was heated to 60 C. under argon for 16 h. The mixture was cooled and concentrated, and the residue was partitioned between EtOAc and H2O (50 mL each). The layers were separated, and the aqueous phase was extracted with EtOAc (2×20 mL). The organic layers were washed with H2O and sat. aq. NaCl (50 mL each), dried over anhydrous sodium sulfate, and concentrated. The resulting oil was purified by flash column chromatography (SiO2), eluting with a gradient of 5% EtOAc in hexanes to 30% EtOAc in hexanes to yield the desired product as a colorless oil (0.638 g, 87%). 1H-NMR (500 MHz; CDCl3): delta 7.31 (td, J=7.9, 6.0 Hz, 1H), 7.03-6.93 (m, 3H), 2.96 (t, J=7.4 Hz, 2H), 2.63 (t, J=7.4 Hz, 2H)

According to the analysis of related databases, 25017-13-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Silverman, Richard B.; Cinelli, Maris A.; US2015/210644; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 174508-31-7, A common heterocyclic compound, 174508-31-7, name is 5,7-Dibromo-2,3-dihydrothieno[3,4-b][1,4]dioxine, molecular formula is C6H4Br2O2S, 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 5,7-dibromo-2,3-dihydrothieno[3,4-b]-1,4-dioxin were added 2.0 equivalents of tert-butyl 4-tributyltin-2,3-dihydro-2-oxo-1H-thieno[3,4-d]imidazole-1-carboxylate obtained in the same manner as described in Example 7, dry 1,4-dioxane in an amount equivalent to 10 ml/mol relative to 5,7-dibromo-2,3-dihydrothieno[3,4-b]-1,4-dioxin, and 0.1 equivalents of trans-dichlorobistriphenylphosphine palladium. Under argon gas atmosphere, a reaction was advanced by refluxing at 120 C. for 40 hours, and then the reaction was stopped by adding an excessive amount of a saturated aqueous ammonium chloride solution. The resulting reaction liquid was filtered while being diluted with ethyl acetate, and to the resulting filtrate was added three-fold volume of a saturated aqueous potassium fluoride solution, followed by stirring for 2 hours. After the removal of the aqueous phase and insoluble matter, the organic layer containing the product was dried over sodium sulfate, then the solvent was distilled off, and the residue was purified by silica gel column chromatography using an ethyl acetate/hexane solvent, so that tert-butyl 4-[7-(2,3-dihydro-2-oxo-1-tert-butoxycarbonyl-1H-thieno[3,4-d]imidazol-4-yl)-2,3-dihydrothieno[3,4-b]-1,4-dioxin-5-yl]-2,3-dihydro-2-oxo-1H-thieno[3,4-d]imidazole-1-carboxylate was obtained.

The synthetic route of 174508-31-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kuraray Co., Ltd.; Kondou, Yoshirou; Nakano, Kirihiro; Otake, Tomiaki; US8519150; (2013); B2;,
Bromide – Wikipedia,
bromide – Wiktionary