Extracurricular laboratory: Synthetic route of C6H3Br2F

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

Related Products of 1435-52-5, 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. 1435-52-5 name is 1,4-Dibromo-2-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.

General procedure: 6.13 1-(4′-Ethylphenyl)-4-(4″-ethylphenyl)-2-fluorobenzene (7m): Starting with 6 (200 mg, 0.79 mmol), Cs2CO3 (385 mg, 1.81 mmol), Pd(PPh3)4 (3 molpercent), 4-ethylphenylboronic acid (237 mg, 1.58 mmol) and 1,4-dioxane (4 mL), 7m was isolated as a colorless solid (195 mg, 81percent). Mp 111 °C. 1H NMR (300 MHz, CDCl3): delta = 1.20 (t, J = 15.2 Hz, 7.5 Hz, 3H, CH3), 1.22 (t, J = 15.2 Hz, 7.5 Hz, 3H, CH3), 2.62 (t, J = 15.1 Hz, 7.4 Hz, 4H, 2CH2), 7.19-7.22 (m, 4H, ArH), 7.27-7.40 (m, 3H, ArH), 7.42-7.47 (m, 4H, ArH). 13C NMR (75 MHz, CDCl3): delta = 15.6 (d, J = 2.2 Hz, 2CH3), 28.6 (d, J = 5.5 Hz, 2CH2), 114.4 (CH), 114.5 (CH), 122.7 (d, J = 4.0 Hz, CH), 126.9 (2CH), 127.4 (d, J = 13.8 Hz, C), 128. (2CH), 128.5 (2CH), 128.9 (d, J = 4.0 Hz, CH), 130.8 (d, J = 4.0 Hz, CH), 132.9 (C), 136.9 (C), 141.9 (d, J = 8.3 Hz, C), 143.9 (d, J = 20.9 Hz, CH), 160.1 (d, JCF = 247.0 Hz, CF). 19F NMR (282 MHz, CDCl3): delta = -117.24 (CF). IR (ATR, cm-1): , 2963 (w), 2873 (w), 2361 (w), 1609 (w), 1544 (w), 1485 (w), 1428 (w), 1394 (w), 1295 (w), 1260 (w), 1180 (w), 1135 (w), 1050 (w), 1004 (w), 970 (w), 889 (w), 814 (w), 728 (w), 696 (w), 641 (w), 582 (w), 499 (w), 417 (w) cm-1. GC-MS (EI, 70 eV): m/z (percent) = 304 (100) [M]+, 290 (18), 289 (80), 274 (21), 137 (17). HRMS (ESI) calcd. for C22H22F [M + H]+: 305.17001; found 305.16948. Anal. calcd. for C21H17FO2: C,86.85. H, 6.91. Found: C, 86.82. H, 6.88.

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

Reference:
Article; Sharif, Muhammad; Maalik, Aneela; Reimann, Sebastian; Feist, Holger; Iqbal, Jamshed; Patonay, Tama?s; Villinger, Alexander; Langer, Peter; Journal of Fluorine Chemistry; vol. 146; (2013); p. 19 – 36;,
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Share a compound : C6H2BrF3

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-3,4,5-trifluorobenzene, other downstream synthetic routes, hurry up and to see.

Electric Literature of 138526-69-9, The chemical industry reduces the impact on the environment during synthesis 138526-69-9, name is 1-Bromo-3,4,5-trifluorobenzene, I believe this compound will play a more active role in future production and life.

General procedure: In a typical experiment a dry and argonflushed50-mL Schlenk tube, equipped with a magnetic stirring bar, was charged with therespective fluorinated bromobenzene derivative (0.5 mmol, 88 mg for monosubstituted, 97 mgfor disubstituted and 105 mg for trisubstituted derivatives) and 3 mol% of the respective catalystdissolved in 15 ml of THF ([FeCl2(dppe)]: 7.9 mg, [FeCl2(dppp)]: 8.1 mg, [NiCl2(dppm)]: 7.7mg, [NiCl2(dppe)]: 7.9 mg, [NiCl2(dppp)]: 8.1 mg, [PdCl2(dppm)]: 8.4 mg, [PdCl2(dppe)]: 8.6mg, [PdCl2(dppp)]: 8.8 mg). The solution was stirred for 5 min, then cyclohexyl magnesiumbromide or the respective LiCl or LiBr adduct (0.8 mmol, 4 ml of a 0.2M Grignard reagent) wasquickly added to the reaction mixture and vigorous stirring at room temperature was continuedfor 24 hours. After hydrolysis with diluted hydrochloric acid, the organic layer and ether extractsfrom the aqueous layer were combined, washed with water and saturated NaCl solution, driedover MgSO4 and filtrated through a pad of silica. Concentration under reduced pressure followedby column chromatography (hexane : diethyl ether, v/v 100 : 1) afforded the respective coupling products as light yellow oily compounds

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-3,4,5-trifluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Dahadha, Adnan; Imhof, Wolfgang; ARKIVOC; vol. 2013; 4; (2013); p. 200 – 216;,
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Simple exploration of 1559-88-2

The synthetic route of 3-Bromo-1,2,4,5-tetrafluorobenzene has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 1559-88-2, name is 3-Bromo-1,2,4,5-tetrafluorobenzene, 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 3-Bromo-1,2,4,5-tetrafluorobenzene

Example H 4-Bromo-2,3,5,6-tetrafluorophenylsulfonyl Chloride. The title compound was synthesised from 1-bromo-2,3,5,6-tetrafluorobenzene by a method similar to that used in Example F. MS (EI): 328 (20, M+), 293 (70), 229 (50), 148 (100).

The synthetic route of 3-Bromo-1,2,4,5-tetrafluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tularik INC; US6284923; (2001); B1;,
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The important role of C10H13Br

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-3-(tert-butyl)benzene, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 3972-64-3, name is 1-Bromo-3-(tert-butyl)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 3972-64-3, Formula: C10H13Br

Step 1: Synthesis of 3-tert-butylphenylboronic acid To a solution of dry THF (10 mL) was added magnesium (1.25 g, 52 mmol), 3-t-butyl bromobenzene (2.0 g, 9.4 mmol) and a crystal of iodine. The reaction was first heated slightly until the reaction started and then removed. The remaining 3-t-butyl bromobenzene (8.0 g, 37.7 mmol) was added via an addition funnel until the spontaneous refluxing stopped. The reaction mixture was heated to reflux for 2 hours. The Grignard was transferred via a syringe into a cooled solution (-40° C.) of trimethyl borate dissolved in THF and added over a 10 minute period. The reaction mixture was warmed to room temperature overnight. Ethyl acetate and distilled water were added to the reaction mixture and the layers separated. The organics were washed with brine and dried over magnesium sulfate. The solvent was concentrated and the product purified by a silica gel column using 10percent ethyl acetate and hexanes as the eluants to give 3-t-butylphenyl boronic acid (4.0 g, 46percent yield) as a white solid. The product was confirmed by GCMS and was used directly in the next step.

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-3-(tert-butyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Universal Display Corporation; EP2243785; (2010); A1;,
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Sources of common compounds: 58971-11-2

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, 3-Bromophenethylamine, other downstream synthetic routes, hurry up and to see.

Application of 58971-11-2, The chemical industry reduces the impact on the environment during synthesis 58971-11-2, name is 3-Bromophenethylamine, I believe this compound will play a more active role in future production and life.

General procedure: To compound 5, 6 or 7 (1 equiv) and the appropriate alkylamine(1.3 equiv) in anhydrous DMF (10 mL/mmol) were added DIEA (3equiv) and PyBOP (1 equiv), and the reaction mixturewas stirred atroom temperature under argon. When the reaction was complete(2 h – 4 h), the solvents were removed under reduced pressure togive a residue that was taken up in CH2Cl2. The solution waswashed with saturated aqueous NaHCO3, then water. The organiclayer was dried over Na2SO4 and then evaporated in vacuo. Purificationby flash chromatography afforded the corresponding amidederivatives 8, 9 or 10 (yield: 40-76%).

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, 3-Bromophenethylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Paoletti, Julie; Assairi, Liliane; Gelin, Muriel; Huteau, Valerie; Nahori, Marie-Anne; Dussurget, Olivier; Labesse, Gilles; Pochet, Sylvie; European Journal of Medicinal Chemistry; vol. 124; (2016); p. 1041 – 1056;,
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Sources of common compounds: 103273-01-4

According to the analysis of related databases, 103273-01-4, the application of this compound in the production field has become more and more popular.

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. 103273-01-4, name is 2-Bromo-4-(tert-butyl)aniline, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 103273-01-4

2-Bromo-4-tert-butyl-phenylamine (162 g, 0.71 mol) was added dropwise to H2SO4 (410 mL) at room temperature to yield a clear solution. This clear solution was then cooled down to -5 to -10 0C. A solution of KNO3 (82.5 g, 0.82 mol) in H2SO4 (410 mL) was added dropwise while the temperature was maintained between -5 to -10 0C. Upon completion, the reaction mixture was poured into ice / water and extracted with EtOAc. The combined organic layers were washed with 5% Na2CO3 and brine, dried over Na2SO4 and concentrated. The residue was purified by a column chromatography (EtOAc / petroleum ether 1 / 10) to give 2- bromo-4-ter£-butyl-5-nitro-phenylamine as a yellow solid (152 g).

According to the analysis of related databases, 103273-01-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2009/36412; (2009); A1;,
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Extended knowledge of C8H10BrN

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

Adding a certain compound to certain chemical reactions, such as: 73918-56-6, name is 2-(4-Bromophenyl)ethanamine, 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 73918-56-6, Formula: C8H10BrN

General procedure: Compound 3 (0.37 g, 1 mmol), 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide (EDC, 0.29 g,1.5 mmol), 1-hydroxybenzotrizole (HOBT, 0.20 g, 1.5 mmol) and CHCl3 (20 mL) were stirred at roomtemperature for 1 h, and then different amines (3 mmol) were added. The solution was stirred atroom temperature overnight. Then the solvent was poured into water and extracted with ethylacetate (20 mL × 3). The solution was dried over anhydrous Na2SO4 and concentrated. The residues were purified by flash chromatography with chloroform/petroleum ether (2:1, v/v) elution.

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

Reference:
Article; Li, Bo; Huang, Ai-Ling; Zhang, Yi-Long; Li, Zeng; Ding, Hai-Wen; Huang, Cheng; Meng, Xiao-Ming; Li, Jun; Molecules; vol. 22; 7; (2017);,
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Simple exploration of 69272-50-0

The synthetic route of 69272-50-0 has been constantly updated, and we look forward to future research findings.

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. 69272-50-0, name is 3,6-Dibromobenzene-1,2-diamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 69272-50-0

In a flask,Intermediate 2-1 (17g, 64.4mmol),Benzil (13.5g, 64.4mmol) and acetic acid (400ml),Stirring,Heated to 90C,Stirring 3h.Cooling to room temperature,Solid separated.filter,The crude product was recrystallized from ethanol,Light yellow powder 21g,75% yield.

The synthetic route of 69272-50-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Taoe Chemical Technology Co., Ltd.; Huang, Jinhai; Su, Jianhua; (22 pag.)CN105753849; (2016); A;,
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Discovery of 627871-16-3

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromo-4-fluoro-2-methylaniline, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 627871-16-3, name is 5-Bromo-4-fluoro-2-methylaniline, 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 627871-16-3, Computed Properties of C7H7BrFN

Alkylation of Compound (H) with Compound (I) to form Compound (G) To a mixture of Compound (I) (1.0 equiv) and Compound (H) (1.1 equiv) in toluene (5 vols) is charged iPr2Et (2.1 equiv). The mixture is heated to about 90 to about 100 C and aged for about less than 10 hours. Upon completion, the mixture is cooled and diluted with water (about 5 to about 6 vols). The biphasic mixture is separated and the organic solution is washed sequentially with aq. H4C1 (about 27 wt%, about 2 to about 3 vols), aq. NaHC03(about 9 wt%, about 2 to about 3 vols), and aq. NaCl (about 15 wt%, about 1 vols). The organic solution is dried over Na2S04, filtered, and washed with toluene (about 2 to about 3 vols). The solution is concentrated under vacuum at about 45 C and the residue is crystallized by the addition of hexane at about 20 C to about 25 C and at about 10 C to about 15 C. The slurry is filtered, washed with cooled isopropanol (about 1 vol) and dried under vacuum at about 37 C to about 43 C to afford Compound (G). 1H NMR (400 MHz, DMSO-d6): delta 7.05 (d, 1H, J= 12.0 Hz), 6.51 (d, lH, J= 8.0 Hz), 5.27 (t, 1H, J= 4.0 Hz), 4.17 (d, 2H, J= 4.0 Hz), 2.21-2.14 (m, 1H), 2.10 (s, 3H), 0.96-0.86 (m, 4H).13C NMR (100 MHz, DMSO-d6): 208.17, 151.63, 149.32, 143.99, 143.97, 123.81, 123.74, 118.13, 117.90, 112.87, 105.09, 104.88, 53.72, 18.33, 17.43, 17.42, 10.85.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromo-4-fluoro-2-methylaniline, and friends who are interested can also refer to it.

Reference:
Patent; GILEAD SCIENCES, INC.; BROWN, Brandon Heath; CHAN, Brenda J. Burke; CHIU, Anna; GRIGGS, Nolan; HEUMANN, Lars V.; LATHROP, Stephen P.; REYNOLDS, Troy Evan; SARMA, Keshab; SILER, David Allen; THOMPSON, Andrew S.; WANG, Tao; (146 pag.)WO2016/106384; (2016); A1;,
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Continuously updated synthesis method about 68322-84-9

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.

Adding a certain compound to certain chemical reactions, such as: 68322-84-9, name is 2-Bromo-1-fluoro-4-(trifluoromethyl)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 68322-84-9, Quality Control of 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene

EXAMPLE 60 (2S)-1-[((2S,5R)-5-{[2-bromo-4-(trifluoromethyl)phenoxy]methyl}pyrrolidin-2-yl)carbonyl]pyrrolidine-2-carbonitrile The compound of Example 14A (50 mg, 0.15 mmol) and 3-bromo-4-fluorobenzotrifluoride (30 muL, 0.2 mmol) were stirred in DMF (1 mL) under N2. NaH (13 mg, 0.3 mmol) was added to the mixture. It was stirred at room temperature for I hour. After the reaction was over, the mixture was purified by reverse-phase HPLC to give the Boc-protected compound (40% yield). MS (ESI) m/z 546, 548 (M+H)+. The Boc group was removed according to Example 1G to give the title compound. 1H NMR (500 MHz, MeOH-d4) delta ppm 2.05-2.44 (m, 7 H), 2.49-2.65 (m, 1 H), 3.50-3.59 (m, 1 H), 3.62-3.74 (m, 1 H), 4.20-4.32 (m, 1 H), 4.47-4.58 (m, 2 H), 4.68-4.76 (m, 1 H), 4.81-4.90 (m, 1 H), 7.27 (dd, J=8.42, 4.05 Hz, 1 H), 7.69 (d, J=8.73 Hz, 1 H), 7.85-7.94 (m, 1 H). MS (ESI) m/z 446, 448 (M+H)+.

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; Pei, Zhonghua; Li, Xiaofeng; Longenecker, Kenton L.; Sham, Hing L.; Wiedeman, Paul E.; US2005/131019; (2005); A1;,
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