Category: 327-52-6

Reference of 327-52-6,Some common heterocyclic compound, 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, molecular formula is C6H2BrF3, 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.

Example 4 Preparation of (3S)-methyl 3-(benzyloxycarbonyl amino)-4-hydroxy-4-(2,4,5-trifluorophenyl)butyrate 116.05 g trifluorobromobenzene and 400 ml tetrahydrofuran were added to a clean flask. The resulting mixture was cooled to -10 to -5 C., and then 864 ml (0.7 mol) methyl magnesium bromide was added thereto dropwisely. The mixture was stirred for 1 hour for use. 23.5 g (S)-methyl 3-(benzyloxycarbonylamino)-4-oxo n-butyrate was dissolved in 300 ml THF, and added dropwisely to the mixture mentioned above and kept at this temperature for 3 hours after completion of the addition. 400 ml solution of ammonium chloride was added dropwisely. Layers were separated. The aqueous layer was extracted with tetrahydrofuran (200 ml*2). The organic layer was dried and concentrated to get 31.4 g (3S)-methyl 3-(benzyloxycarbonylamino)-4-hydroxy-4-(2,4,5-trifluorophenyl)butyrate (yield: 78.5%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-2,4,5-trifluorobenzene, its application will become more common.

Reference:
Patent; Zhu, Guoliang; Zhang, Jian; Yang, Lljun; Yao, Qingdan; Ying, Jie; US2012/178957; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 327-52-6, These common heterocyclic compound, 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, 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.

20.0 g (61.7 mmol) of (S)-3-((benzyloxycarbonyl)amino)-4-(methoxy (methyl)amino)-4-oxobutanoic acid methylester obtained in Step 1-2(3) was put in a flask filled with nitrogen, and 80 mL of dry THF was added and dissolved. 16.26 g (77 mmol) of the compound of Chemical Formula 2 was added thereto. The mixture was cooled to -10C, and 77.1 mL (154 mmol) of 2 M isopropyl magnesium chloride was added thereto over a period of 2 hours. The temperature of the mixture was raised to room temperature, and stirred for 12 hours. The reaction mixture was cooled to -10C, and 50 mL of 6N hydrochloric acid was added dropwise over a period of 2 hours. 200 mL of ethyl acetate was added for phase-separation. After phase-separation, the organic layer was washed with saturated sodium hydrogen carbonate and dried over magnesium sulfate, followed by concentration under reduced pressure to give 22 g of residual concentrate (yield 90.2%). It was used in the next step without further purification. 1H NMR(300MHz, CDCl3)delta7.65(m, 1H), 7.35(m, 5H), 6.98(m, 1H), 5.90(d, 1H), 5.18-5.08(m, 1H. s, 2H), 3.64(s, 3H), 2.97(dd, 2H)

The synthetic route of 327-52-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DAEWOONG PHARMACEUTICAL CO., LTD.; CHOI, Soo Jin; LEE, Byung Goo; OH, Seong Soo; KIM, Yong Tae; EO, Jin Yong; KIM, Hung Sop; WO2012/148246; (2012); A2;,
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. 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C6H2BrF3

In an oven-dried flask, dried halogen-group-containing compounds (2.3 equiv) were added to dry THF containing magnesium metal (Mg) (2.3 equiv, with glass pieces to activate the magnesium metal) at room temperature under nitrogen. The reaction mixture was stirred vigorously until Grignard generation occurred. The lactone (1 equiv dissolved in 40 mL of THF) was added dropwise to the Grignard reagent solution, and the mixture was stirred at room temperature for 16 h and monitored by TLC. The mixture was treated with saturated aqueous NH4Cl (20 mL) and then extracted with AcOEt (3¡Á10mL). The combined organic phases were dried over Na2SO4 and the solvent was removed by an evaporator. The residue was purified by silica-gel column chromatography (AcOEt/hexane). In another experiment, the ring-opening reactions of homoserine lactone with select Grignard reagents were carried out using 2.7 equiv ArMgBr at r.t. and 50C for 2 h.

According to the analysis of related databases, 327-52-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Guendo?du, Oezlem; Turhan, P?nar; Koese, Aytekin; Altunda?, Ramazan; Kara, Yunus; Tetrahedron Asymmetry; vol. 28; 9; (2017); p. 1163 – 1168;,
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. 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., category: bromides-buliding-blocks

Into a 100 mL three-necked flask were added 4.62 g 1-bromo-2,4,5-trifluorobenzene (0.022 mol) and anhydrous tetrahydrofuran (50 mL). The resulting mixture was cooled to -20 C. The solution of isopropylmagnesium bromide (22 mmol) in tetrahydrofuran (22 ml, 1M THF) was slowly added dropwise under nitrogen. After the addition was complete, the reactants were maintained at -20 C. for later use. Cuprous bromide-dimethyl sulfide (0.41 g, 0.002 mol) was suspended in 5 ml anhydrous tetrahydrofuran. The resulting mixture was cooled to -5 C. The Grignard reagent as described above was slowly added dropwise under nitrogen. After 15 min, a solution of the aziridine compound as shown in the above reaction formula (4.54 g, 0.015 mol) in 30 mL tetrahydrofuran was slowly added dropwise. After additional 5 min, 50 mL saturated solution of ammonia chloride was added to quench the reaction. Into this obtained solution was added 50 mL ethyl acetate. The separated water layer was extracted with another 50 mL ethyl acetate. The obtained organic layers were collected together and further washed with saturated solution of sodium chloride and then dried over anhydrous sodium sulfate, followed by filtration and concentration to obtain a crude product, which was further treated by column chromatography to obtain a compound (5.07 g, 0.012 mol, yield 78%). 1H NMR (400 MHz, CDCl3) delta 7.03 (t, J=10.5 Hz, 1H), 6.91 (t, J=10.7 Hz, 1H), 5.14 (d, J=12.6 Hz, 1H), 3.973.85 (m, 1H), 3.82 (d, J=6.2 Hz, 1H), 3.773.55 (m, 1H), 2.82 (s, 2H), 1.871.68 (m, 1H), 1.631.48 (m, 1H), 1.39 (s, 9H), 0.91 (s, 9H), 0.06 (d, J=4.6 Hz, 6H). Ms (M++1): 434.

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 327-52-6.

Reference:
Patent; ZHEJIANG HISOAR PHARMACEUTICAL CO., LTD.; Pan, Xianhua; Li, Weijin; Zhang, Qunhui; Ruan, Libo; Yu, Wansheng; Deng, Fei; Ma, Tianhua; Huang, Mingwang; He, Minhuan; US2013/281695; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, 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. Product Details of 327-52-6

This example illustrates step 2 of the process of the invention: Heck coupling of 1-bromo-2,4,5-trifluorobenzene with 1-benzyl-4-methyl-2-methylenesuccinate with selective formation of (E)-1-benzyl-4-methyl-2-(2,4,5-trifluorobenzylidene)succinate, compound (IV). [Show Image] A 1000 mL round bottomed flask fitted with magnetic stirrer, thermometer, nitrogen inlet and reflux condenser is charged with 1-benzyl-4-methyl-2-methylenesuccinate (100.0 g, 0.43 mol), 1-bromo-2,4,5-trifluorobenzene (124.0 g, 0.59 mol), methyl dicyclohexyl amine (127.0 g, 0.65 mol), dimethyl acetamide (215 mL), water (53 mL) and lithium bromide (7.5 g, 0.09 mol). The mixture is degassed with three vacuum-nitrogen cycles; palladium acetate (260 mg, 1.16 10-3 mol) is then added as reaction catalyst. The mixture is heated with stirring at 95-98 C for 22 hours monitoring by GC until > 95% conversion, then cooled to room temperature, added of water (500 mL) and toluene (250 mL) and filtered on a Celite pad. The organic phase is washed with 1N HCl (200 mL), dried by azeotropic distillation under reduced pressure, treated with coarse silica gel (20 g), filtered and concentrated to a residue (128 g). Gas-chromatographic analysis of the crude product shows the following composition: 87% (E)-1-benzyl-4-methyl-2-(2,4,5-trifluorobenzylidene)succinate, 7% (Z)-1-benzyl-4-methyl-2-(2,4,5-trifluorobenzylidene)succinate, 4% (E)- and (Z)-1-benzyl-4-methyl 2-(2,4,5-trifluorobenzyl)maleate, 2% starting material. An analytical sample of pure (E)-1-benzyl-4-methyl-2-(2,4,5-trifluorobenzylidene)succinate is obtained by flash chromatography with gradient elution 0?20% AcOEt in hexane. 1H NMR (300 MHz, CDCl3) delta 7.77 (s, 1H), 7.40-7.34 (m, 5H), 7.22 (ddd, J=15.3, 8.6, 6.7 Hz, 1 H), 6.97 (ddd, J=15.9, 15.9, 6.4 Hz, 1 H), 5.26 (s, 2H), 3.66 (s, 3H), 3.43 (s, 2H).

The synthetic route of 1-Bromo-2,4,5-trifluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chemo Iberica, S.A.; EP2423178; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, 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. Quality Control of 1-Bromo-2,4,5-trifluorobenzene

In an oven-dried flask, dried halogen-group-containing compounds (2.3 equiv) were added to dry THF containing magnesium metal (Mg) (2.3 equiv, with glass pieces to activate the magnesium metal) at room temperature under nitrogen. The reaction mixture was stirred vigorously until Grignard generation occurred. The lactone (1 equiv dissolved in 40 mL of THF) was added dropwise to the Grignard reagent solution, and the mixture was stirred at room temperature for 16 h and monitored by TLC. The mixture was treated with saturated aqueous NH4Cl (20 mL) and then extracted with AcOEt (3¡Á10mL). The combined organic phases were dried over Na2SO4 and the solvent was removed by an evaporator. The residue was purified by silica-gel column chromatography (AcOEt/hexane). In another experiment, the ring-opening reactions of homoserine lactone with select Grignard reagents were carried out using 2.7 equiv ArMgBr at r.t. and 50C for 2 h.

The synthetic route of 327-52-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Guendo?du, Oezlem; Turhan, P?nar; Koese, Aytekin; Altunda?, Ramazan; Kara, Yunus; Tetrahedron Asymmetry; vol. 28; 9; (2017); p. 1163 – 1168;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, 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 327-52-6, 327-52-6

Example 1: Preparation of (S)-1-chloro-3-(2,4,5-trifluorophenyl)propan-2-ol (formula 4) [Show Image] Preparation of 2,4,5-trifluorophenylmagnesium chloride solution: 700 mL of tetrahydrofuran was charged into reactor and cooled to 0 C, followed by the consecutive addition of 350 mL 2 M i-propylmagnesium chloride and 69 mL 1-bromo-2,4,5-trifluorobenzene applying stirring and maintaining temperature of the reaction mixture between 0 C and 5 C. After the addition, the reaction mixture was stirred gently for 1 h at 0 C to 5 C and for 3 h at 22 C obtaining the solution of 2,4,5-trifluorophenylmagnesium chloride.Determination of activity of the obtained solution: 0.25 g of iodine was weighed into small reaction flask and titrated with the solution obtained. When darkly brown solution turned its color to white suspension, the consumption of solution was ready. Typical consumption was about 1.85 mL/mmol of iodine.Conversion to compound of formula 4: To the whole amount of above prepared solution of Grignard reagent 28 mL of (S)-epichlorohidrin (formula 3) was added during stirring, followed by the addition of 0.80 g copper(I) chloride. Exotermic reaction started and when inner temperature raised to 40 C, external cooling was applied, lowering the internal temperature to 25 C. 28 mL of (S)-epichlorohidrin divided into two equal portions were added. After the addition, the reaction mixture was stirred for 5 h at 25 C, followed by the addition of 75 mL acetic acid and 750 mL methyl tert-butyl ether. The resulted mixture was washed consecutively with 700 mL water; mixture of 700 mL water, 80 mL brine, 80 mL 20% ammonium chloride, and 750 mL 2% sodium bicarbonate. Organic phase was evaporated at 60 C and 5 mbar, to yield 131 g of crude product of compound of formula 4 in the form of yellowish oil. 1H NMR (DMSO-d6): delta 2.64 (dd, 1H), 2.83 (dd, 1H), 3.49-3.64 (m, 2H), 3.85 3.90 (m,1H), 5.31 (d,1H), 7.37-7.48 (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, 1-Bromo-2,4,5-trifluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LEK Pharmaceuticals d.d.; EP2397141; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding some certain compound to certain chemical reactions, such as: 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, 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 327-52-6. 327-52-6

To magnesium spalls in a reaction flask, under an atmosphere of nitrogen, was added 50 ml tetrahydrofuran and 0.02 g iodine as an initiator. A solution of 9 g 1-bromo-2,4,5-trifluorobenzene in 150 ml tetrahydrofuran was added dropwise into the reaction system. The reaction was stirred at 25 C. for 3 h to obtain a solution of 0.21 mol/L (2,4,5-trifluorophenyl)-magnesium bromide.

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 1-Bromo-2,4,5-trifluorobenzene.

Reference:
Patent; ZHEJIANG JIUZHOU PHARMACEAUTICAL CO., LTD.; Gao, Hongjun; Li, Min; US2013/12735; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

327-52-6, A common compound: 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, belongs to bromides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

[0122] Into a 100 mL three- necked flask were added 4.62 g 1- bromo- 2, 4, 5- trifluorobenzene (0.022 mol) andanhydrous tetrahydrofuran (50 mL) . The resulting mixture was cooled to- 20 C. The solution of isopropylmagnesiumbromide (22 mmol) in tetrahydrofuran (22 ml, 1 M THF) was slowly added dropwise under nitrogen. After the additionwas complete, the reactants were maintained at- 20 C for later use.[0123] Cuprous bromide – dimethyl sulfide (0.41 g, 0.002 mol) was suspended in 5 ml anhydrous tetrahydrofuran. Theresulting mixture was cooled to -5 C. The Grignard reagent as described above was slowly added dropwise undernitrogen. After 15 min, a solution of the acridine compound as shown in the above reaction formula (4.16 g, 0.015 mol)in 30 mL tetrahydrofuran was slowly added dropwise. After additional 5 min, 50 mL saturated solution of ammoniachloride was added to quench the reaction. Into this obtained solution was added 50 mL ethyl acetate. The separatedwater layer was extracted with another 50 mL ethyl acetate. The obtained organic layers were collected together andfurther was washed with saturated solution of sodium chloride and then dried over anhydrous sodium sulfate, followedby filtration and concentration to obtain a crude product, which was further treated by column chromatography to obtaina compound (4.98 g, 0.0128 mol, yield 85%).1H NMR (400 MHz, CDCl3) delta 7.87?7.61 (m, 5H), 7.15?6.94 (m, 1H), 6.88 (d, J = 6.8 Hz, 1 H), 5.02 (d, J = 8.9 Hz, 1 H),4.00 – 3.80 (m, 1 H), 2.92?2.76 (m, 1 H), 2.76?2.64 (m, 1H), 2.64? 2.44 (m, 2H), 2.06 (d, J = 14.6 Hz, 3H), 1.84 (s, 1H), 1.62 (s, 1H). Ms (M++1): 390.

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-2,4,5-trifluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhejiang Hisoar Pharmaceutical Co., Ltd; PAN, Xianhua; LI, Weijin; ZHANG, Qunhui; RUAN, Libo; YU, Wansheng; DENG, Fei; MA, Tianhua; HUANG, Mingwang; HE, Minhuan; EP2647624; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

327-52-6, The chemical industry reduces the impact on the environment during synthesis 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, I believe this compound will play a more active role in future production and life.

In a 40 mL vial, a solution of 1-bromo-2,4,5-trifluorobenzene (2.00 g, 9.48 mmol) in DMSO (15 mL) was treated with NaSMe (3.32 g, 47.4 mmol), and the resulting suspension stirred at room temperature for 4 h. The reaction mixture was diluted with DCM, and the organics were washed with water and brine. The volatiles were concentrated to give (2-bromo-4,5-difluorophenyl)(methyl)sulfane (2.20 g, 98%), which was used without further purification in next reaction. 1H NMR (400 MHz, CDCl3) delta 7.23 (dd, J=8.7, 5.7 Hz, 1H), 6.98 (dd, J=8.5, 6.4 Hz, 1H), 2.46 (s, 3H). HPLC: RT=2.756 min; (Chromolith ODS S5 4.6¡Á50 mm (4 min grad) 0-100% B. Flow Rate=4 ml/min. Inj. Vol.=10 uL. Wavelength=220. Oven Temp.=40 C. Solvent A: 10% MeOH -90% H2O-0.1% TFA. Solvent B: 90% MeOH -10% H2O-0.1% TFA).

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-2,4,5-trifluorobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; Norris, Derek J.; Delucca, George V.; Gavai, Ashvinikumar V.; Quesnelle, Claude A.; Gill, Patrice; O’Malley, Daniel; Vaccaro, Wayne; Lee, Francis Y.; DeBenedetto, Mikkel V.; Degnan, Andrew P.; Fang, Haiquan; Hill, Matthew D.; Huang, Hong; Schmitz, William D.; Starrett, JR., John E.; Han, Wen-Ching; Tokarski, John S.; Mandal, Sunil Kumar; (220 pag.)US2016/176864; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary