Category: bromides-buliding-blocks

Related Products of 626-39-1,Some common heterocyclic compound, 626-39-1, name is 1,3,5-Tribromobenzene, molecular formula is C6H3Br3, 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.

A mixture of 1,3,5-tribromobenzene (7.96 g, 25.3 mmol), bis(pinacolato)diboron (21.2 g, 83.5 mmol), [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium (2.78 g, 3.79 mmol), potassium acetate (22.3 g, 228 mmol) in anhydrous 1,4-dioxane (400 mL) was degassed for 80 minutes. Mixture was then heated to 80 C. overnight under argon. After cooling to room temperature, the remaining solids were filtered off. The filtrate was dried under vacuum, redissolved in methylene chloride (400 mL) then washed with water (2×300 mL) and brine (300 mL). Organic layer was dried over sodium sulfate and loaded onto silica gel. A silica plug (11% ethyl acetate in hexanes) and precipitation from methylene chloride/methanol gave 4 (9.76 g, 88% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,3,5-Tribromobenzene, its application will become more common.

Reference:
Patent; Zheng, Shijun; US2011/196158; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 399-94-0, 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. 399-94-0, name is 1-Bromo-2,5-difluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Preparation A; (R)-2-(2,5-difluorophenyl)pyrrolidine; Step A: Preparation of (RVtert-butyl 2-(2.5-difluorophenyl)pyrrolidine-l- carboxylate.; A solution of tert-butyl pyrrolidine- 1-carboxylate (20 g, 116.8 mmol) and (-)- sparteine (32.9, 140 mmol) in MTBE (360 mL) was cooled to -78 0C and sec-BuU (100 mL, 140 mmol, 1.4 M in cyclohexane) was introduced drop-wise via cannula, keeping the internal temperature under -70 0C. The resulting solution was stirred for 3 hours at -78 0C, followed by addition of a solution of ZnCl2 (93.4 mL, 93.4 mmol, IM in Et2O) drop-wise with rapid stirring, keeping the internal temperature below -65 0C. The resulting light suspension was stirred at -78 0C for 30 minutes and then warmed to ambient temperature. The resulting mixture was sequentially charged with 2-bromo-l,4-difluorobenzene (14.5 mL, 128 mmol), Pd(OAc)2 (1.31 g, 5.8 mmol) and J-Bu3P-HBF4 (2.03 g, 7.0 mmol) in one portion. After stirring overnight at ambient temperature, concentrated NH4OH (10.5 mL) was added and the reaction was stirred for 1 hour. The resulting slurry was filtered through Celite and the filter cake washed with Et2O (1 L). The filtrate was washed with a IM aqueous HCl solution (0.5 L) and brine. The organic layer was filtered and concentrated, and the crude product was purified by silica column chromatography, eluting with 5-10% EtOAc/hexanes to give product (R)-tert-butyl 2-(2, 5 -difluorophenyl)pyrrolidine- 1-carboxylate as yellow oil (23.9 g, 72% yield).

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-2,5-difluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARRAY BIOPHARMA INC.; ALLEN, Shelley; ANDREWS, Steven S.; CONDROSKI, Kevin Ronald; HAAS, Julia; HUANG, Lily; JIANG, Yutong; KERCHER, Timothy; SEO, Jeongbeob; WO2011/6074; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 156682-52-9, 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. 156682-52-9 name is 1,4-Dibromo-2,3-difluorobenzene, 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.

Step 1 : Synthesis of 2,3-difiuoro-1 ,4-dibromo-5,6-dinitro-benzene 2,3-difluoro-1 ,4-dibromo-benzene as the starting raw material was synthesized according to prior methods (Dunn 2006). In a 250 ml flask, concentrated sulphuric acid (50 ml) was added and cooled to 0-5C in an ice water bath. Fuming nitric acid (50 ml) and 2,3-difluoro-1 ,4-dibromo-benzene (10 g, 36.8 mmol) were slowly added. Then, the flask was heated to 65C for 14 h. The mixture was then precipitated into ice water. The resulting yellow solid was filtered and purified by column chromatograph with a mixture of hexane and dichloromethane (1 :4 v/v) to afford 2,3-difluoro-1 ,4-dibromo-5,6-dinitro- benzene (3.5 g, 26%). H and 9F NMR spectra were as expected.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,4-Dibromo-2,3-difluorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; NATIONAL RESEARCH COUNCIL OF CANADA; Ll, Zhao; DING, Jianfu; LU, Jianping; TAO, Ye; WO2011/60526; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 502496-36-8, 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 502496-36-8 as follows.

Reference Example 7: 6-Fluoroindazole-4-Boronate Ester (75) To a solution of 4-fluoro-2-nitrotoluene (3.44g) in trifluoroacetic acid (13mL) was added concentrated sulfuric acid (4mL) followed by N-bromosuccinimide (5.92g). The reaction mixture was stirred for 16 h and was then quenched with brine, extracted into ethyl acetate, and dried (MgSO4). The solvent was removed in vacuo to furnish crude l-bromo-5-fluoro-2-methyl-3-nitro-benzene (5.96g). To a solution of crude l-bromo-5-fluoro-2-methyl-3-nitro-benzene (5.96g) inMeOH (9OmL) was added concentrated hydrochloric acid (11.7mL) and iron (6.Ig) and the reaction mixture was heated to reflux. After 16 h, the mixture was cooled, diluted with DCM, washed with sodium carbonate solution, dried (MgSO4) and the solvent removed in vacuo. The residue was purified using flash chromatography to yield 3-bromo-5-fluoro-2-methyl-phenylamine (1.46g).To a solution of 3-bromo-5-fluoro-2-methyl-phenylamine (470mg) in dioxane (6mL) was added triethylamine (1.28mL), palladium acetate (25mg), 2- dicyclohexylphosphino biphenyl (161mg) and pinacol borane (1.001ml) and the mixture was heated to 8O0C for 4 h. The reaction mixture was cooled, diluted with chloroform, washed with brine, dried (MgSO4) and the solvent removed in vacuo. The residue was purified using flash chromatography to yield the desired title compound (466mg).

According to the analysis of related databases, 502496-36-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PIRAMED LIMITED; WO2006/46031; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

10016-52-1, name is 2,8-Dibromodibenzo[b,d]furan, 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. Safety of 2,8-Dibromodibenzo[b,d]furan

2.75 g (10 mmol) of 4-phenylaminodibenzothiophene, 1.63 g (5.0 mmol) of 2,8-dibromodibenzofuran, 2.5 g (26 mmol) of sodium t-butoxide in a 50 ml four-necked flask,50 ml of dehydrated toluene was added and nitrogen bubbling was performed for 1 hour. Then, 3460 mg (0.5 mmol) of Pd2 (dba),290 mg (1.0 mmol) of tri-t-butylphosphonium tetrafluoroborate (t-Bu3PH + BF4-) was added, and the mixture was heated under reflux for 53 hours while stirring under a nitrogen stream. The formation of the desired product was confirmed by TLC and MS. The reaction solution was cooled to room temperature, and the organic layer was extracted with toluene, washed with brine, dried over anhydrous magnesium sulfate, filtered and concentrated to obtain a brown viscous product. The obtained viscous material was dissolved in 10 ml of toluene and packed in a column. The resultant was directly purified by silica gel column chromatography (developing solvent: toluene / hexane = 1/4) to obtain the desired product.Yield 1.92g, 54%

The synthetic route of 10016-52-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; National University Corporation Yamagata University; Sasabe, Hisahiro; Kido, Junji; Kamata, Takahiro; (21 pag.)JP2019/26556; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 18087-73-5, name is 3-Bromoimidazo[1,2-b]pyridazine, 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 18087-73-5, HPLC of Formula: C6H4BrN3

To a 30 ml tube was added 3-ethynyl-4-methyl-N- [4- (4-methylpiperazin-1-ylmethyl) -3-trifluoromethylPhenyl] benzamide (126 mg, 0.3 mm & lt; 1 & gt;), 3 & lt; / RTI & gt; bromomethine [1,2_b] U daxazine (59 mg, 0.3 mmo 1), Pd (PPh3)(1 mg, 0.015 mmol), CuI (6 mg, 0.03 mmol), PCy3 (8 mg, 0.015 mmol), Cs2C0 (99 mg, 0.3 mmol)DMFlOml, replaced with argon for 5 minutes and then stirred at 80 C for 8 hours. With ethyl acetate (15 ml x 4), saturated with NaClSolution (30 ml). The organic layers were combined and dried over anhydrous Na2S04. The organic solution was concentrated under reduced pressure and the residue was passed throughThe title compound was obtained in a yield of 79%.

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; NANJING SANHOME PHARMACEUTICAL CO., LTD.; WANG, YONG; ZHAO, LIWEN; CHEN, HONGYAN; ZHANG, DI; XU, XIN; ZHANG, CANG; ZHANG, HONGXING; (9 pag.)CN103664951; (2016); B;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 126930-72-1, A common heterocyclic compound, 126930-72-1, name is 1-Bromo-4-dodecylbenzene, molecular formula is C18H29Br, 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.

Magnesium (3.3 g), tetrahydrofuran (20ml) were placed in aflask, and tetrahydrofuran (100ml) solution of 1-bromo-4-dodecylbenzene (40.1g) was added dropwise slowly at a rate to maintain reflux, and (4-dodecylphenyl) magnesium bromide was prepared. This was cooled in anice-water bath, and trimethyl borate (15.4g) was dropped slowly. After stirringfor 1 hour at room temperature, water and then concentrated hydrochloric acid(16 ml) were added, and stirred for 30 minutes. After extraction with ethylacetate, it was washed with water, dried over anhydrous sodium sulfate, andconcentrated to give (4-dodecylphenyl) boronic acid (32 g).

The synthetic route of 126930-72-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JNC CORPORATION; KAWASHIMA, MASATOSHI; NOMURA, SHINTARO; (159 pag.)JP2015/203027; (2015); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 955959-84-9, 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. 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

In a stream of argon, 6.5 g of the intermediate-14′, 8.8 g of the intermediate-20′, 2.6 g of t-butoxy sodium, 92 mg of tris(dibenzylideneacetone)dipalladium, 42 mg of tri-t-butylphosphine, and 100 ml of dry toluene were loaded into a 300-ml three-necked flask, and then the mixture was subjected to a reaction at 80°C for 8 hours. After having been cooled, the reaction product was poured into 500 ml of water, and then the mixture was subjected to celite filtration. The filtrate was extracted with toluene, and was then dried with anhydrous magnesium sulfate. The dried product was concentrated under reduced pressure. The resultant coarse product was subjected to column purification, and was then recrystallized with toluene. The crystal was taken by filtration, and was then dried. As a result, 8.2 g of a pale yellow powder were obtained. The powder was identified as aromatic amine derivative (H-1′) by FD-MS analysis.

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-(4-Bromophenyl)dibenzo[b,d]furan, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Idemitsu Kosan Co., Ltd.; EP2468725; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

129316-09-2, name is 1,3-Dibromo-5-(tert-butyl)benzene, 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. SDS of cas: 129316-09-2

17.7 g (60.47 mmol) of 1,3-dibromo-5-(tert-butyl)benzene was mixed with 200 ml of diethyl ether, and n-BuLi (1.6 M in hexane) was slowly added thereto at a temperature of -78C. After the reaction mixture was stirred at a temperature of -78C. for 1 hour, 15 g (72.6 mmol) of iodine mixed with 20 ml of THF was slowly added by drops thereto. The reaction mixture was stirred at room temperature for 16 hours. After the reaction was completed, the organic layer was extracted by using ethyl acetate and a sodium thiosulfate aqueous solution, dried by using magnesium sulfate, distilled under reduced pressure, and purified by liquid chromatography to obtain 18 g (54.5 mmol, yield: 60%) of Intermediate 5-6. LC-MS m/z=291 (M+H)+.

The synthetic route of 129316-09-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samsung Electronics Co., Ltd.; Choi, Jongwon; CHO, Yongsuk; KOO, Hyun; PARK, Bumwoo; LEE, Sunghun; ISHIHARA, Shingo; KWAK, Yoonhyun; KWON, Ohyun; (138 pag.)US2019/194237; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 5153-40-2, name is 1-Bromo-2,3,4,5,6-pentamethylbenzene, 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 5153-40-2, Recommanded Product: 1-Bromo-2,3,4,5,6-pentamethylbenzene

Nl ,N5-bis(2.3.4.5.6-pentamethylphenyOpentane- 1 ,5-diamine (Example 8) [0082] In a drybox, 2,3,4,5,6-pentamethylbromobenzene (750.0 mg, 3.30 mmol), 1,5-pentanediamine (195.2 muL, 1.67 mmol), sodium tertbutoxide (396.6 mg, 4.13 mmol), 3.0 mL of dimethyoxyethane, and 10.0 mM Pd(OAc)2 / CyPF-Z-Bu (82.5 muL, 8.25 x 10-4 mmol) were added to a 20 mL scintillation vial equipped with a magnetic stirbar and sealed with a cap containing a PTFE septum. The reaction was placed into a temperature controlled aluminum heating block and stirred at 100 0C for 6 h. After cooling to room temperature, the reaction mixture was partitioned between 100 mL H2O/Diethyle ether (Et20) (1 : 1), the organic phase separated and dried over MgSO4, followed by the removal of all volatiles to afford 619 mg (95.0 %) of the title compound.|0083) 1H NuMR spectra were obtained at 400 MHz and recorded relative to residual protio solvent. 13C NuMR spectra were obtained at 101 MHz and recorded relative to the residual solvent resonance. The spectra recorded are as follows: 1H NMR (CDC13, 400 MHz, 22 0C): delta 1.50-1.71(m, 6H), 2.21 (s, 6H), 2.22 (s, 12H), 2.25 (s, 12H), 2.84 (t, J = 12 Hz, 4H), 2.88 (br s, 2H). 13C NMR (CDC13, 101 MHz, 22 0C): delta 14.8, 16.5, 16.9, 25.0, 30.9, 49.9, 126.8, 129.6, 132.9, 143.7.

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; UNIVATION TECHNOLOGIES, LLC; JOHNS, Adam, M.; WO2010/53696; (2010); A2;,
Bromide – Wikipedia,
bromide – Wiktionary