Category: bromides-buliding-blocks

Application of 656-64-4, 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. 656-64-4, name is 3-Bromo-4-fluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4-Amino-N-hydroxy-1,2,5-oxadiazole-3-carboximidoyl chloride 3(3.24 g, 20 mmol) was mixed with water (70 mL) and 3-bromo-4-fluoroaniline (4.18 g, 22 mol, 1.1 equiv). At 60 C, a solution of sodiumbicarbonate (3.36 g, 40 mmol, 2 equiv) in water (15 mL) was added tothe mixture by drops then resulting mixture was heated to reflux. Afterpurification, compound 4 was obtained as a white solid (5.75 g, 91%).1H NMR (300 MHz, DMSO-d6): delta=11.46 (s, 1H), 8.89 (s, 1H), 6.99 (t,J=8.8 Hz, 1H), 6.81 (dd, J1=6.0 Hz, J2=2.7 Hz, 1H), 6.56-6.51 (m,1H), 6.28 (s, 2H) ppm.

The synthetic route of 3-Bromo-4-fluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Article; Feng, Xi; Shen, Pei; Wang; Li; Bian, Jinlei; Biochemical Pharmacology; vol. 168; (2019); p. 214 – 223;,
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. 2576-47-8, name is 2-Bromoethylamine hydrobromide, A new synthetic method of this compound is introduced below., COA of Formula: C2H7Br2N

A cooled (0 C.) mixture of 2-bromoethylamine hydrobromide (12.000 g ; 58.56 mmol ; 1.0 eq.) in dioxane (60 ml) was treated with aq. 1M NaOH (117.2 ml ; 117.20 mmol ; 2.0 eq.), and dropwise (over 10 min.) with benzyl chloroformate (8.4 ml ; 58.8 mmol ; 1.0 eq.). The resulting mixture was further stirred at 0 C., under nitrogen, for 10 min., and then at rt for 13 h. Et2O (300 ml) was added, and the colorless organic layer was further washed with water (75 ml), dried over anh. MgSO4, filtered, and finally concentrated to dryness under reduced pressure to afford (2-bromo-ethyl)-carbamic acid benzyl ester as a colorless oil which was further dried under HV (15.020 g ; 99%). LC-MS: tR=0.95 min. ; [M+H]+: no ionisation.

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; Aissaoui, Hamed; Boss, Christoph; Koberstein, Ralf; Siegrist, Romain; Sifferlen, Thierry; US2011/105514; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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

Related Products of 766-46-1, The chemical industry reduces the impact on the environment during synthesis 766-46-1, name is 2′-Bromophenylacetylene, I believe this compound will play a more active role in future production and life.

General procedure: A THF solution (5.0 mL) of 1 (1.0 mmol) was treated with Bu3SnOMe (1.0 mmol) and t-BuOK (0.5 mmol). The mixture was stirred for 4.5 h under nitrogen at reflux. The reaction mixture was then treated with 3 (207.1 mg, 0.98 mmol), P(t-Bu)3 (0.035 mmol) and Pd2(dba)3 (0.018 mmol) at room temperature, and the mixture was stirred under nitrogen at room temperature for 8 h. After workup with diethylether (3 × 10.0 mL)/NH4Faq (10%, 10.0 mL), the organic layer was dried over MgSO4. After filtration, the solvents were evaporated. The crude product was subjected to column chromatography on silica gel to afford 4a-i. 4a,13 4b,10 4c,14 4d,14 4e,14 4f,14 4g,15 4h14 and 4i14 are known compounds and were identified by their previously reported spectroscopic data.

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′-Bromophenylacetylene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Peng, Li-Fen; Wang, Bing-Hao; Wang, Ming; Tang, Zi-Long; Jiang, Yan-Zi; Jiao, Yin-Chun; Xu, Xin-Hua; Journal of Chemical Research; vol. 42; 5; (2018); p. 235 – 238;,
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. 21120-91-2, name is 7-Bromobicyclo[4.2.0]octa-1,3,5-triene, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C8H7Br

Step 1. Synthesis of ethyl (acetylamino)(bicyclo[4.2.0]octa-1,3,5-trien-7-yl)cyanoacetate (#99). Sodium (464 mg, 20.2 mmol, 1.2 eq.) was allowed to react with absolute ethanol (40 mL, 0.42 M); to the resulting mixture was added ethyl 2-(acetylamino)-2-cyanoacetate (3.44 g, 20.2 mmol, 1.2 eq.). After 20 minutes at 60 C., 7-bromobicyclo[4.2.0]octa-1,3,5-triene (3.092 g, 16.89 mmol, 1 eq.) was added and the reaction mixture was heated at reflux overnight, then filtered and concentrated in vacuo. The residue was diluted with water and extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, filtered, and concentrated in vacuo to give a dark oil, which was purified by silica gel chromatography (Gradient: 0% to 50% ethyl acetate in heptane) to give #99 (4.38 g) as a yellow gum. LC-MS: m/z 273.2 [M+H+], retention time=2.36 minutes.

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 21120-91-2.

Reference:
Patent; PFIZER INC.; DOROSKI, Matthew David; MADERNA, Andreas; O’DONNELL, Christopher John; SUBRAMANYAM, Chakrapani; VETELINO, Beth; DUSHIN, Russell George; STROP, Pavel; GRAZIANI, Edmund Idris; US2013/129753; (2013); 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

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. 1003-99-2, name is 2-Bromo-5-fluoroaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 2-Bromo-5-fluoroaniline

Example 29 : 6- (2-Bromo-5-fluoro-phenylamino)-4-cyclopropyl-N- (tetrahydro-pyran-4- ylmethyl)-nicotinamide; A mixture of 6-chloro-4-cyclopropyl-N- (tetrahydro-pyran-4-ylmethyl)-nicotinamide (Description 3) (100 mg), 2-bromo-5-fluoroaniline (65 mg), cesium carbonate (155 mg), tris (dibenzylidene- acetone) palladium (0) (3. 3 mg), 4,5-bis (diphenylphosphino) -9,9-dimethyl xanthene (Xantphos) (2.2 mg) and 1,4-dioxan (1 ml) was stirred under reflux under nitrogen for 18 hours. The mixture was allowed to cool, the insoluble material filtered off, and washed with ethyl acetate. The filtrate was evaporated under reduced pressure and the residue purified by MDAP to afford the title compound as a pale cream solid (14 mg). NMR (DMSO-d6) 8 0.73 (2H, m), 1.02 (2H, m), 1.12-1. 27 (2H, m) 1.62 (2H, d), 1.77 (1H, m), 2.34 (1H, m), 3.13 (2H, t), 3.27 (2H, t), 3.85 (2H, d of d), 6.69 (1H, s), 6.81 (1H, t of d), 7.63 (1H, t), 8.09 (1H, m), 8.11 (1H, s), 8.31 (1H, s), 8.38 (1H, t). LC/MS t = 3.1 min, [MH+] 448 consistent with the molecular formula C2lH237 BrFN302.

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; GLAXO GROUP LIMITED; WO2005/75464; (2005); 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