Category: 60811-21-4

Electric Literature of 60811-21-4, 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. 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of a fluorinated aryl halide (2.0 mmol), a carbazole (0.5 mmol), and a base (2.0 mmol) in solvent (2 mL) was allowed to react under air atmosphere. The reaction mixture was heated to the specified temperature for 24 h. After reaction completion, the mixture was added to brine (15 mL) and extracted with CH2Cl2 (3 × 15 mL). The combined extract was concentrated under reduced pressure and the product was isolated by short chromatography on a silica gel (200-300 mesh) column.

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

Reference:
Article; Wang, Lei; Ji, Enhui; Liu, Ning; Dai, Bin; Synthesis; vol. 48; 5; (2016); p. 737 – 750;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H3BrClF

EXAMPLE 76 5′-(3-Chloro-4fluorophenyl)-spiro[cyclopentane-1,3′-[3H]indol]-2′(1’H)-one A solution of 3-chloro-4-fluoro-bromobenzene (0.4 cm3, 0.66 g, 3.1 mmol), and tetrakis(triphenylphosphine)palladium(0) (0.2 g) in ethylene glycol dimethyl ether (20 cm3) was stirred under N2 for 20 minutes. To this mixture was then added (spiro[cyclopentane-1,3′-[3H]indol]-2′(1’H)-one-5-yl) boronic acid (1.0 g, 4.7 mmol) and sodium carbonate (1.0 g, 9.4 mmol) in water (5 cm3). The solution was brought to reflux for 18 hours and then cooled to room temperature, poured into 2N NaOH and extracted with EtOAc (*3). The combined extracts were washed with water, brine, dried (MgSO4), and evaporated. The residue was purified by column chromatography (SiO2, EtOAc, hexane) to afford the title compound (0.65 g, 66%) as a pale-yellow solid. mp: 202-204 C.; 1H NMR (DMSO-d6) delta10.4 (s, 1H), 7.9 (dd, 1H, J=2.3, 4.9 Hz), 7.7-7.6 (m, 1H), 7.6 (d, 1H, J=1.5 Hz), 7.5 (s, 1H) 7.4 (d, 1H, J=1.8 Hz), 6.9 (d, 1H, J=8.0 Hz), 2.0-1.9 (m, 8H); MS [M-H]-=314.

According to the analysis of related databases, 60811-21-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; American Home Products Corporation; Ligand Pharmaceuticals, Inc.; US6391907; (2002); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene, belongs to chlorides-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 60811-21-4, Product Details of 60811-21-4

To an oven dried 8 mL vial with teflon cap purged with N2 was added Zinc dust (298 mg, 4.56 mmol), DMF(1.5 mL), and iodine (57.8 mg, 0.228 mmol). To this mixture was added (R)-methyl 2-((tert-butoxycarbonyl)amino)-3-iodopropanoate (500 mg, 1.519 mmol), immediately followed by iodine (57.8 mg, 0.228 mmol).Pd2(dba)3 (69.6 mg, 0.076 mmol), 2-dicyclohexylphosphino-2?6-dimethoxybiphenyl (62.4 mg, 0.152 mmol)and 4-bromo-2-chloro-1-fluorobenzene (477 mg, 2.279 mmol) were then added and the reaction mixture wasallowed to stir at 50 C. for 3 hours. The crude mixture was diluted in 30 mL of EtOAc and DMF wasremoved with 4 aqueous washes. The organic phase was dried over anhydrous sodium sulfate. The solutionwas filtered and concentrated, and the crude product was purified by silica gel chromatography using 100%hexanes to 30% EtOAc/Hexanes. The desired product was obtained as a pale yellow oil, (S)-methyl 2-((tert-butoxycarbonyl)amino)-3-(3-chloro-4-fluorophenyl)propanoate (0.174 g, 35%). 1H NMR (400 MHz,chloroform-d) delta 7.27 (s, 1H), 7.17 (dd, J=6.9, 1.4 Hz, 1H), 7.11-6.93 (m, 1H), 5.03 (d, J=6.8 Hz, 1H), 4.55(d, J=6.4 Hz, 1H), 3.73 (s, 3H), 3.19-3.04 (m, 1H), 2.98 (dd, J=13.9, 5.9 Hz, 1H), 1.49-1.37 (m, 10H).

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-Bromo-2-chloro-1-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bristol-Myers Squibb Company; Miller, Michael Matthew; Mapelli, Claudio; Allen, Martin Patrick; Bowsher, Michael S.; Boy, Kenneth M.; Gillis, Eric P.; Langley, David R.; Mull, Eric; Poirier, Maude A.; Sanghvi, Nishith; Sun, Li-Qiang; Tenney, Daniel J.; Yeung, Kap-Sun; Zhu, Juliang; Reid, Patrick C.; Scola, Paul Michael; (892 pag.)US9308236; (2016); B2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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 60811-21-4 as follows. Formula: C6H3BrClF

2,5-Dimethoxyacetophenone (8.1 g, 45.1 mmol) and l-bromo-3-chloro-4-fluorobenzene (9.4 g, 45.1 mmol) were added to a mixture of tris(dibenzylideneacetone)dipalladium(0) (620 mg, 0.68 mmol), 2,2′-bis(diphenylphosphino)-l, -binaphthalene (1012 mg, 1.63 mmol), sodium tert-butoxide (5.9 g, 61.7 mmol), and THF (110 mL). After degassing with three vacuum/N2 cycles, the mixture was stirred at 70 C overnight, allowed to cool to rt, diluted with water, and extracted with ether (x 2). The combined organic extracts were washed with brine, dried (Na2S04), filtered, concentrated, and purified by silica gel chromatography (0-15% EtOAc in hexanes) to give 4.7 g of 2-(3-chloro-4-fluorophenyl)-l-(2,5-dimethoxyphenyl)ethanone as a pale yellow solid. 1H NMR (400 MHz, DMSO-d6): delta 7.44 (dd, 1H), 7.36-7.31 (m, 1H), 7.23-7.19 (m, 1H), 7.14-7.11 (m, 3H), 4.29 (s, 2H), 3.86 (s, 3H), 3.72 (s, 3H).

According to the analysis of related databases, 60811-21-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SERAGON PHARMACEUTICALS, INC.; GOVEK, Steven, P.; KAHRAMAN, Mehmet; SMITH, Nicholas, D.; HAGER, Jeffrey, H.; CHOW MANEVAL, Edna; WO2014/205136; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 4-Bromo-2-chloro-1-fluorobenzene

Step 1. Preparation of 6-bromo-2-chloro-3-fluorobenzaldehyde (i-9b) [00169] To a solution of 4-bromo-2-chloro-l-fluorobenzene (5.00 g, 23.9 mmol) in THF (40 mL) was added lithium diisopropylamide (14.3 mL, 28.6 mmol) dropwise at -78 C. The resultant mixture was stirred at -78 C for 2 h and then DMF (2.70 mL, 35.8 mmol) was added. The reaction mixture was warmed to room temperature, quenched with aq. NH4C1, and extracted with EtOAc (3×100 mL). The combined organic layers were concentrated and purified by chromatography (0-10% EtOAc in petroleum ether) to give the title compound. XH NMR (400 MHz, CDC13) delta 10.27-10.33 (m, 1H), 7.56 (dd, J = 8.6 Hz, 4.3 Hz, 1H), 7.18-7.26 (m, 1H).

The synthetic route of 60811-21-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LAPOINTE, Blair, T.; FULLER, Peter, H.; GUNAYDIN, Hakan; LIU, Kun; SCOTT, Mark, E.; TROTTER, B., Wesley; ZHANG, Hongjun; (211 pag.)WO2017/75182; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 60811-21-4, A common heterocyclic compound, 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene, molecular formula is C6H3BrClF, 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.

The ary bromide (1.0 eq), aryboronc acid (1.1 eq), K2C03 (1.5 eq) and PdC2( PPh3)2 (5mo%), under an atmosphere of nitrogen, were suspended n a 1:1 THF:H20 mixture (4 mLper mmo). The reacUonwas heated to refiux and aflowed to stir overnight. The mixture wasthen cooed to room temperature and parUUoned between EtOAc and water, The organic ayer was washed with water, brine, dred over Na2SO4, ffltered, dry oaded onto sWca and purfied by coumn chromatography using sWca as the staDonary phase and a mxture of petroeum benzne/EtOAc as the &uent.() 3-Choro-4-fluoro-1,1bpheny was obtained by the Suzuki couphng method D from 1- bromo-3-choro-4-fluorobenzene as a pae yeflow oH that crystaWzed as an off-white sohdupon standing (43% yed). 1H NMR (400 MHz, CDC3) 67.60 (dd, J = 7.0, 2.3 Hz, 1H), 7.53-7.46(m, 2H), 7.44-7.41 (m, 3H), 7.38-7.35 (m, 1H), 7.19 (t, J = 8.7 Hz, 1H).

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; MONASH UNIVERSITY; THE WALTER AND ELIZA HALL INSTITUTE OF MEDICAL RESEARCH; VOSS, Anne Kathrin; BAELL, Jonathan; NGUYEN, Huu Nghi; LEAVER, David J.; CLEARY, Benjamin L.; LAGIAKOS, H. Rachel; SHEIKH, Bilal Nadeem; THOMAS, Timothy John; (115 pag.)WO2016/198507; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 60811-21-4, A common heterocyclic compound, 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene, molecular formula is C6H3BrClF, 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.

EXAMPLE 76 5′-(3-Chloro-4fluorophenyl)-spiro [cyclopentane-1,3′-[3H]indol]-2′(1’H)-one A solution of 3-chloro-4-fluoro-bromobenzene (0.4 cm3, 0.66 g, 3.1 mmol), and tetrakis(triphenylphosphine)palladium(0) (0.2 g) in ethylene glycol dimethyl ether (20 cm3) was stirred under N2 for 20 minutes. To this mixture was then added (spiro[cyclopentane-1,3′-[3H]indol]-2′(1’H)-one-5-yl)boronic acid (1.0 g, 4.7 mmol) and sodium carbonate (1.0 g, 9.4 mmol) in water (5 cm3). The solution was brought to reflux for 18 hours and then cooled to room temperature, poured into 2N NaOH and extracted with EtOAc (*3). The combined extracts were washed with water, brine, dried (MgSO4), and evaporated. The residue was purified by column chromatography (SiO2, EtOAc, hexane) to afford the title compound (0.65 g, 66%) as a pale-yellow solid. mp: 202-204 C., 1H NMR (DMSO-d6) delta 10.4 (s, 1H), 7.9 (dd, 1H, J=2.3, 4.9 Hz), 7.7-7.6 (m, 1H), 7.6 (d, 1H, J=1.5 Hz), 7.5 (s, 1H), 7.4 (d, 1H, J=1.8 Hz), 6.9 (d, 1H, J=8.0 Hz), 2.0-1.9 (m, 8H); MS [M-H]-=314.

The synthetic route of 60811-21-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wyeth; Ligand Pharmaceuticals, Inc.; US6462032; (2002); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 4-Bromo-2-chloro-1-fluorobenzene

To a mixture of magnesium (434 mg) and THF (2 mL) was added a slight amount of iodine under an argonatmosphere. The mixture was allowed to warm to 60C. To the mixture was added dropwise a solution of 4-bromo-2-chloro-1-fluorobenzene (3.58 g) in THF (6.5 mL) while keeping the temperature at 65C. The mixture was stirred at 60Cfor 30 minutes, and then allowed to cool to room temperature to give (3-chloro-4-fluorophenyl)magnesium bromide. Toa solution of (R)-1-(tert-butoxycarbonyl)-5-oxopyrrolidine-2-carboxylic acid ethyl (2.00 g) in THF (25 mL) was added theobtained (3-chloro-4-fluorophenyl)magnesium bromide under an argon atmosphere at -40C. The mixture was stirredat -40C for 1 hour. To the reaction mixture were added a saturated aqueous solution of ammonium chloride (20 mL)and water (10 mL). The mixture was stirred at room temperature for 2 hours, and then to the mixture were added ethylacetate and water. The organic layer was separated. The organic layer was dried over anhydrous sodium sulfate, andconcentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: nhexane/ethyl acetate=90/10-60/40) to give the title compound (2.79 g).

The synthetic route of 60811-21-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; KONDO, Atsushi; MORITA, Naohide; ISHIKAWA, Takehiro; YOSHIDA, Masako; MORIYAMA, Akihiro; WANAJO, Isao; (158 pag.)EP3459941; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 60811-21-4, 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. 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a dry-ice/ethanol cooled solution of compound S1 (20.0 g, 0.95 mol) in THF (200 mL) was added 2 M LDA (52 mL, 1.05 mol) dropwise over 30 min. After addition, the reaction mixture was stirred at this temperature for 30 min followed by the addition of DMF (10.5 g, 1.43 mol). The reaction was stirred for 30 min and warmed to room temperature slowly. The reaction mixture was then quenched with aq. NH4Cl (100 mL) and extracted with ethyl acetate (500 mL). The organic phase was washed with brine, dried over anhydrous Na2SO4, filtered, and concentrated. The residue was purified by column chromatography on silica gel (eluted with petroleum ether/ethyl acetate=1:0 to 50:1) to give compound S2 (10 g, yield 40%) as a yellow oil.

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-Bromo-2-chloro-1-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAK, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; (905 pag.)WO2017/35353; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 60811-21-4, These common heterocyclic compound, 60811-21-4, name is 4-Bromo-2-chloro-1-fluorobenzene, 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.

[00367] Synthesis of 5-bromo-3-chloro-2-fluorobenzaldehyde (26): 4-Bromo-2-chloro- 1-fluorobenzene (25, 16 g, 76.5 mmol) was dissolved in 50 mL of THF. The reaction mixture was cooled down to -78 C. A solution of LDA in THF (2 M, 38.2 mL, 76.4 mmol) was added dropwise over 20 min. The reaction mixture was stirred at -78 C for 10 min. DMF (8.4 mL) was added dropwise. The reaction mixture was allowed to warm -20 C, quenched with 30 mL of saturated ammonium chloride aqueous solution and extracted with methyl fei -butyl ether (50 mL X 3). The combined organic layers were washed with brine, dried over anhydrous Na2S04, and concentrated under reduced pressure to give crude product, which was purified by silica gel chromatography (5-10% EtOAc/petroleum ether) to afford 8.4 g of 5-bromo-3-chloro-2-fluorobenzaldehyde (26) as white solid (yield: 46%). 1H MR (400 MHz, OMSO-d6) delta 10.10 (s, 1H), 8.26 (s, 1H), 7.93 (s, 1H).

Statistics shows that 4-Bromo-2-chloro-1-fluorobenzene is playing an increasingly important role. we look forward to future research findings about 60811-21-4.

Reference:
Patent; KARYOPHARM THERAPEUTICS INC.; BALOGLU, Erkan; SHACHAM, Sharon; SENAPEDIS, William; (155 pag.)WO2017/31204; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics