Author: Jessica.F

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. 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C6H2Br2F2

Synthesis of H2 (p-F2-bdp). H2(p-F2-bdp) was prepared via a Suzuki-Miyaura coupling as generally depicted in Scheme 3. Specifically, 1,4-dibromo-2,5-difluorobenzene (2.18 g, 8.0 mmol, 1.0 equiv), 1-(2-tetrahydropyranyl)-1H-pyrazole-4-boronic acid pinacol ester (5.56 g, 20.0 mmol, 2.5 equiv), and K3PO4 (8.48 g, 40 mmol, 5 equiv) were suspended in toluene (16 mL) in a 40-mL glass scintillation vial with a magnetic stir bar and sparged with Ar for 10 minutes. XPhos Pd G2 (1.26 g, 1.6 mmol, 0.2 equiv) was added quickly in air, and vial was briefly purged with Ar, sealed with a PTFE-lined cap, and heated to 110 C. while stirring for 2 days. Upon completion, the reaction mixture was cooled to room temperature, concentrated under reduced pressure, and diluted with 250 mL of diethyl ether. The ether layer was washed 5 times with 250 mL of saturated aqueous NaHCO3 solution, dried over MgSO4, and concentrated under reduced pressure to yield a yellow oil, which was used in the subsequent reaction without additional purification. The crude ligand was dissolved in 60 mL of methanol in a 250-mL round-bottom flask with a magnetic stir bar, 12 mL of concentrated aqueous HCl was added, and the reaction mixture was stirred at 50 C. for 2 h, during which time a white precipitate formed. The reaction mixture was filtered, and the filtrate was suspended in water and neutralized with NaHCO3. The precipitate was again isolated by filtration, washed with water, and dried in vacuo to yield H2(p-F2-bdp) (0.86 g, 3.5 mmol, 44%) as a beige powder. 1H NMR (400 MHz, DMSO-d6): delta 8.11 (s, 4H), 7.68 (t, J=9.3 Hz, 2H) ppm; 13C NMR (101 MHz, DMSO-d6): delta 156.06, 153.68, 132.40, 119.33-119.81 (m), 118.58-118.14 (m), 114.60-113.78 (m) ppm; 19F NMR (400 MHz, DMSO-d6): delta -119.78 (t, J=9.3 Hz) ppm. Note that the 1H NMR signals from the hydrogen atoms bonded to the pyrazole nitrogen atoms are too broad to be visible. Anal. Calcd. for C12H8F2N4: C, 58.54, H, 3.27, N, 22.75; found: C, 57.72, H, 3.35, N, 21.82. IR: 3139 (m), 3076 (w), 2966 (m), 2938 (m), 2850 (m), 1589 (m), 1539 (w), 1490 (m), 1435 (w), 1374 (m), 1350 (w), 1273 (m), 1241 (w), 1155 (s), 1041 (m), 963 (s), 867 (s), 818 (m), 780 (s), 698 (m), 668 (w), 605 (s), 549 (w), 531 (w), 512 (w), 482 (w), 472 (w), 460 (m) cm-1.

The synthetic route of 327-51-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Regents of the University of California; Long, Jeffrey R.; Mason, Jarad A.; Taylor, Mercedes K.; Oktawiec, Julia; (70 pag.)US2018/297010; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 13633-25-5, These common heterocyclic compound, 13633-25-5, name is 1-Bromo-4-phenylbutane, 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.

4-bromophenol (8.6 g, 49.9 mmol), 4-phenylbutyl bromide (11.2 g, 52.6 mmol) and potassium carbonate (13.7 g, (40 ml) was added under stirring with N, N-dimethylformamide (40 ml). The reaction was heated to reflux and refluxed at reflux conditions The reaction was carried out for 2 hours. The reaction solution was cooled to room temperature, water (160 ml) was added, and the mixture was extracted with ether (100 ml x 2) to combine the organic phases. The organic phase was washed successively with 0.5 M sodium hydroxide solution (110 ml) and water (110 ml), dried over anhydrous sodium sulfate and filtered to remove The filtrate was concentrated under reduced pressure and the concentrate was purified by silica gel chromatography to give 11.3 g of the title compound in 74.3% yield.

The synthetic route of 13633-25-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Beijing Haibu Pharmaceutical Technology Co., Ltd.; Di Wei; Sun Fengqing; (17 pag.)CN107253903; (2017); A;,
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. 117718-84-0, name is 6-Bromoimidazo[1,2-a]pyrazin-8-amine, A new synthetic method of this compound is introduced below., name: 6-Bromoimidazo[1,2-a]pyrazin-8-amine

Step 1 : Preparation of 6-bromo-8-[bis[(l,l -dimethylethoxy)carbonyl]amino]imidazo[l,2- a]pyrazine6-bromo-8-[bis[(l , 1 -dimethylethoxy)carbonyl] amino] imidazo[l ,2-a]pyrazine was prepared from 6-bromoimidazo[l ,2-a]pyrazin-8-amine according to reference procedure for similar compound (Lind, Kenneth E. etc. WO2008005457).

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; MERCK SHARP & DOHME CORP.; MENG, Zhaoyang; SIDDIQUI, M. Arshad; REDDY, Panduranga Adulla, P.; WO2013/16160; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 69321-60-4, name is 2,6-Dibromotoluene, 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 69321-60-4, Quality Control of 2,6-Dibromotoluene

Example 27 3-Bromo-2-methylbenzoic Acid To a solution of 1,3-dibromo-2-methylbenzene (6.57 g) in dry THF (100 mL), t-BuLi solution (1.5 M in pentane, 17 mL) was added dropwise at -80 C. Then reaction mixture was stirred between -76~-78 C. for 2 h. Then the mixture was cooled to below -80 C. and dry ice was added after which the mixture was warmed to room temperature naturally. Solvent was removed, 5% NaOH solution (40 mL) added and the aqueous solution was washed with CH2Cl2 (10 mL*2). Then the aqueous layer was acidified with concentrated HCl to pH=1 and extracted with EtOAc (100 mL*2). The combined organic extracts were dried over anhydrous Na2SO4. After removing the solvent, the residue was purified by silica column chomatography, (eluted with petrol. ether: EtOAc=8:1 to 1:1), to obtain 3.58 g of the product. Yield: 63.4%. 1H NMR (400 MHz, CDCl3) delta 2.73 (s, 3H), 7.15 (t, J=8.0 Hz, 1H), 7.77 (dd, J=8.0 Hz, J=1.2 Hz, 1H), 7.94 (dd, J=8.0 Hz, J=1.2 Hz, 1H).

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, 2,6-Dibromotoluene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Glaxo Group Limited; US2009/203677; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 1647-26-3,Some common heterocyclic compound, 1647-26-3, name is 1-Bromo-2-cyclohexylethane, molecular formula is C8H15Br, 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.

Into a flask under an inert atmosphere of N2, were placed magnesium (0.4 g, 16.25 mmol) and iodine (0.02 g, 0.072mmol) in THF (5 mL), then (2-bromoethyl)cyclohexane (2.1 g, 10.83 mmol) in THF (10 mL) was added dropwise at 80 C and the reaction was stirred for 1.5 h, then cooled to RT. Into another flask under an inert atmosphere of N2, was placed zinc (II) bromide (2.4 g, 10.83 mmol) in THF (35 mL), followed by the dropwise addition of the Grignard reagent (preparedabove) at 0 C. The mixture was stirred at RT for 1 h, then bis(triphenylphosphine)palladium chloride (0.5 g, 0.72 mmol) and 6,8-dibromoimidazo[1,2-a]pyrazine (2 g, 7.22 mmol) were added and stirred at RT for 1.5 h. The reaction was quenched by the addition of sat. aq. NH4C1 (50 mL) and extracted with EtOAc (3 x 50 mL). The combined organic layer was washed with brine (2 x 100 mL), dried over anhydr. Na2SO4, filtered, concentrated to drynessin vacuo, and the residue purified by column chromatography with EtOAc/petroleum ether (10-45%) to afford the title compound.

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-cyclohexylethane, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WHITEHEAD, Alan; ORNOSKI, Olga; RAGHAVAN, Subharekha; BERGER, Raphaelle; GARFUNKLE, Joie; YANG, Zhiqiang; JI, Gang; JIANG, Falong; FU, Jianmin; (132 pag.)WO2017/197555; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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 133739-70-5 as follows. COA of Formula: C6H2BrF3

A solution of butyllithium (0.10 mol) in hexane was dropped in a mixture of 2,3,5-trifluoro-1-bromobenzene (0.10 mol) and THF 100 ml with maintaining a temperature of -78 C. and the mixture formed was stirred for 30 minutes at the same temperature. To this solution was dropped a solution of 4-pentylcyclohexanone (0.11 mol) in THF (50 ml) with maintaining a temperature of -78 C., the mixture formed was warmed up gradually to room temperature with stirring and stirred for 2 hours at room temperature. The reaced product was extracted with ethyl acetate and dried over anhydrous magnesium sulfate. After the solvent was distilled off, toluene (100 ml) and p-toluenesulfonic acid (5 g) was added to the residue and then the mixture formed was heat-refluxed with dehydration of water formed. After cooling, the organic phase was washed enough with water and then dried over anhydrous magnesium sulfate. After the solvent was distilled off, ethanol (80 ml) and Raney nickel (3 g) were added to the residue and the mixture was stirred for 12 hours under hydrogen atmosphere. After it was confirmed that absorption of hydrogen was stopped, the catalyst was removed from the reaction system by filtration. The solvent was distilled off to give 1,2,5-trifluoro-4-(4-pentylcyclohexyl)benzene (89 mmol) in the form of oil as residue. This product was a mixture of cis/trans, however it was used in the subsequent reaction without purification.

According to the analysis of related databases, 133739-70-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chisso Corp.; US6117361; (2000); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 176317-02-5, The chemical industry reduces the impact on the environment during synthesis 176317-02-5, name is 1-Bromo-2,3,4-trifluorobenzene, I believe this compound will play a more active role in future production and life.

(1-1) Synthesis of 2,3,4-trifluoro-1-[1-hydroxy-4-(trans-4-propylcyclohexyl) cyclohexyl]benzene Into 7.6 g of magnesium and 20 mL of THF which were stirred while water-cooling in a nitrogen atmosphere, a THF solution (200 mL) containing 60 g of 2,3,4-trifluorobromobenzene was added dropwise for 2 hours, and stirred for 3 hours. Into this, a THF solution (200 mL) containing 70 g of 4-(trans-4-propylcyclohexyl)cyclohexanone was added dropwise for 2 hours, and stirred for 2 hours. After the reaction solution was poured into 10% hydrochloric acid and stirred for a while, an organic layer was separated, and an aqueous layer was extracted with toluene. After the extract and the organic layer were mixed together, washed using water and a saturated saline solution in that order, and dried using anhydrous sodium sulfate, the solvent was evaporated under a reduced pressure to obtain 110 g of 2,3,4-trifluoro-1-[1-hydroxy-4-(trans-4-propylcyclohexyl)cyclohexyl]benzene (unsatisfactorily dried). MS m/z: 354 (M+), 55 (100)

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-2,3,4-trifluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dainippon Ink and Chemicals, Incorporated; EP1640433; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 955959-84-9, These common heterocyclic compound, 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, 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.

To a 250 mL round bottom flask was added D1 (1.80 g, 10.64 mmol),G3 (3.78 g, 11.70 mmol), Tris (dibenzylideneacetone) dipalladium (0) (0.15 g, 0.16 mmol),(BINAP) (0.20 g, 0.32 mmol) and sodium tert-butoxide (1.43 g, 14.89 mmol) were added to a solution of (¡À) -2,2′-Bis (diphenylphosphino) -1,1′- binaphthaleneAfter dissolving in toluene (100 mL)After stirring for 24 hours at 100 C in a bath, when the reaction is completeToluene was removed, and the residue was extracted with dichloromethane and water. The residue was subjected to vacuum distillation. The residue was subjected to silica gel column, and the solvent was distilled off under reduced pressure to obtain Compound G4 (3.05 g, 7.41 mmol).

Statistics shows that 4-(4-Bromophenyl)dibenzo[b,d]furan is playing an increasingly important role. we look forward to future research findings about 955959-84-9.

Reference:
Patent; LG Display Co., Ltd.; Pin Jong-gwan; Lee Na-yeon; Seo Bo-min; Ryu Yeong-ju; (43 pag.)KR2018/61825; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 4333-56-6, name is Bromocyclopropane, 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 4333-56-6, name: Bromocyclopropane

Synthesis of l-bromo-2-cyclopropoxy-4-fluorobenzene [0520] To a stirred solution of 2-bromo-5-fluorophenol (1 g, 5.23 mmol) in DMF (5 mL) under argon atmosphere were added cesium carbonate (5 g, 15.69 mmol), potassium iodide (130 mg, 0.78 mmol) and bromocyclopropane (1.2 mL, 15.70 mmol) at RT. The reaction mixture was stirred at 180-220C for 3 h. After consumption of the starting materials (monitored by TLC), the reaction was diluted with water (50 mL) and extracted with EtOAc (2 x 50 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by column chromatography using 5% EtOAc:hexanes to afford l-bromo-2-cyclopropoxy-4-fluorobenzene (1 g, 83%) as colorless oil. 1H-NMR (OMSO-de, 400 MHz): delta 7.60 (t, 1H), 7.27 (d, 1H), 6.80 (t, 1H), 4.00-3.96 (m, 1H), 0.87-0.82 (m, 2H), 0.72-0.69 (m, 2H); TLC: 10% EtOAc/hexane (R 0.7).

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, Bromocyclopropane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66697; (2015); 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. 1252934-30-7, name is 3-(Bromomethyl)-1,1-difluorocyclobutane, A new synthetic method of this compound is introduced below., Recommanded Product: 3-(Bromomethyl)-1,1-difluorocyclobutane

10570] To 2.lh (18 mg, 0.047 mmol) was added DMF (Volume: 0.5 mE) and cesium carbonate (53.8 mg, 0.165 mmol). The reaction was stirred at room temperature for 5 minutes then 3-(bromomethyl)-1 , 1 -difluorocyclobutane (21. 83 mg, 0.118 mmol) was added. The reaction was heated to70 C. and stirred for 3 hours or until done by ECMS. The reaction was cooled, 0.5 ml of DMF was added, then filtered through a 0.45 nM in line filtet The DMF solution with the desired product 2.39a was used as is for the next step, assume quantitative yield. EC-MS (mlz): 486.4 [M+H], 0.92 mm.

The synthetic route of 1252934-30-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Novartis AG; FU, Jiping; HAN, Wooseok; KARUR, Subramanian; LU, Peichao; PFISTER, Keith Bruce; YOUNG, Joseph Michael; (97 pag.)US2018/312507; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary