Category: 452-63-1

Adding a certain compound to certain chemical reactions, such as: 452-63-1, name is 1-Bromo-4-fluoro-2-methylbenzene, 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 452-63-1, HPLC of Formula: C7H6BrF

1. Preparation of 2-[6-(3-Amino-piperidin-1-yl)-3-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl]-4-fluoro-benzonitrile and Pharmaceutically Acceptable Salts A mixture of 2-bromo-5fluorotoluene (2) (3.5 g, 18.5 mmol) and CuCN (2 g, 22 mmol) in DMF (100 mL) was refluxed for 24 hours. The reaction was diluted with water and extracted with hexane. The organics were dried over MgSO4 and the solvent removed to give product 3 (yield 60%). 1H-NMR (400 MHz, CDCl3): delta 7.60 (dd, J=5.6, 8.8 Hz, 1H), 6.93-7.06 (m, 2H), 2.55 (s, 3H).

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-4-fluoro-2-methylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Christopher, Ronald J.; Covington, Paul; US2007/60530; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 452-63-1, 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. 452-63-1 name is 1-Bromo-4-fluoro-2-methylbenzene, 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.

To a solution of bis (dibenzylidene acetone) palladium (0) (0.719 g, 1.25 mmol) and tris (2-methylphenyl) phosphine (0. 761 g, 2. 50 mmol) in toluene (150 mL) were added sodium tert- butoxide (3. 36 g, 35.0 mmol), 2-BROMO-5-FLUOROTOLUENE (3.16 mL, 25.0 mmol) and tert-butyl 1-piperazinecarboxylate (5.03 g, 27.0 mmol) at room temperature, and the mixture was stirred under a nitrogen atmosphere at 100C for 20 hrs. After cooling, the reaction mixture was washed with water and saturated brine, dried (MGS04) and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (developing solvent: hexane/ethyl acetate = 9/1) to give the title compound as a yellow oil (2.50 g, yield 34%). 1H NMR (300 MHz, CDC13) 8 PPM : 1.49 (s, 9 H), 2.30 (s, 3 H), 2.77-2. 80 (m, 4 H), 3.54-3. 57 (m, 4 H), 6.80-6. 96 (m, 3 H). LC/MS (ESI) m/z 295 (M+H+).

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

Reference:
Patent; TAKEDA CHEMICAL INDUSTRIES, LTD.; WO2004/46107; (2004); 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. 452-63-1, name is 1-Bromo-4-fluoro-2-methylbenzene, A new synthetic method of this compound is introduced below., Product Details of 452-63-1

2-Bromo-5-fluorotoluene (8 P. L, 0.11 MMOL) was dissolved in 1 mL dry 1, 4-dioxan in a vial under an argon atmosphere. Compound 430 (42 mg, 0.09 MMOL) was added and dissolved in the solvent. Rac-BINAP (2.1 mg, 0.003 MMOL), PD2 (dba) 3 (2.0 mg, 0.002 MMOL) and CS2CO3 (41 mg, 0.13 MMOL) were added, and the reaction mixture was stirred under an argon atmosphere at 100 C for 72 h. The reaction mixture was filtered and then dissolved in THF (1.00 mL). Tetrabutylammonium fluoride trihydrate (37 mg, 0.12 MMOL) was added to the solution and the mixture was stirred at 60 C for 45 min. The reaction mixture was poured into a mixture of EtOAc/water. The organic phase was washed with NA2CO3 (aq. ), water, dried (MgS04), filtered, and concentrated in vacuo to afford the crude product. The crude product was purified by chromatography eluting EtOAc to afford the title compound as yellow/brown oil. 13C NMR (CDCI3) 8 195.6, 167.8, 160.6, 150.4, 141.2, 140.2, 136.5, 135.7, 134.3, 133.6, 131.5, 131.4, 128.8, 127.4, 127.4, 126.9, 117. 8, 115.2, 113.9, 111.7, 77.2, 62.2, 42.9, 20.2, 18.1.

The synthetic route of 452-63-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LEO PHARMA A/S; WO2005/9940; (2005); 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 452-63-1 as follows. Recommanded Product: 452-63-1

A screw-capped vial (8 mL) was charged with compound 538 (100 mg, 0.37 MMOL) in 1,4-dioxane (2 mL), 2-bromo-5-fluoro-toluene (55 LULL, 0.44 MMOL), CS2C03 (169 mg, 0.52 MMOL), PD2 (dba) 3 (9 mg, 0.009 MMOL), and rac-BINAP (9 mg, 0.014 MMOL). The tube was capped with a rubber septum, flushed with argon for 5 min, and then stirred at 100 C for 18 h. The reaction mixture was allowed to cool to room temperature, and then poured into a mixture of water and EtOAc. The aqueous phase was extracted twice with more EtOAc. The combined organic phases were washed with brine, dried (MgS04), filtered and concentrated in vacuo. The crude product was purified by chromatography eluting with EtOAc/petroleum ether 1: 3 to afford the title compound as light brown oil.

According to the analysis of related databases, 452-63-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LEO PHARMA A/S; WO2005/9940; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 452-63-1,Some common heterocyclic compound, 452-63-1, name is 1-Bromo-4-fluoro-2-methylbenzene, molecular formula is C7H6BrF, 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 2-bromo-5fluorotoluene (3.5 g, 18.5 mmol) and CuCN (2 g, 22 mmol) in DMF (100 mL) was refluxed for 24 hours. The reaction was diluted with water and extracted with hexane. The organics were dried over MgSO4 and the solvent removed to give product 31 (yield 60%). 1H-NMR (400 MHz, CDCl3): delta 7.60 (dd, J=5.6, 8.8 Hz, 1H), 6.93-7.06 (m, 2H), 2.55 (s, 3H).

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-4-fluoro-2-methylbenzene, its application will become more common.

Reference:
Patent; Takeda San Diego, Inc.; EP1586571; (2005); A1;,
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. 452-63-1, name is 1-Bromo-4-fluoro-2-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 1-Bromo-4-fluoro-2-methylbenzene

Intermediate 2:; 4-Fluoro-2-methvl-benzaldehvde; 2-Bromo-5-fluorotoluene (15.0 g, 79.3 mmol) was dissolved in anhydrous THF andcooled to -78C in an acetone/dry ice bath. N-butyl-lithium (48.0 mL, 119 mmol) was addeddropwise down the side of the reaction flask and the resulting solution was stirred for 10 min. 64.0 ml of anhydrous DMF (793 mmol) was then added in the same fashion. After 1 hour, the reaction was quenched with cold aqueous NH4CI and diluted with 500 mL Et2O and washed with water (3x 300 mL)., The organic layer was dried over MgS04, filtered and concentrated under reduced pressure. The crude material was then equipped with a distillation apparatus and the oil bath was heated to 110 C. Product containing fractions were collected to give a colorless oil, (10.0 g , 72.4 mmol, 92% yield); LRMS m/z (APCI+) 139 [M+ H]; 400 MHz 1HNMR (CDCI3) 8 10.91 (s, 1H); 7.81 (dd, J=6.2, 2.5 Hz, 1H); 7.03 (ddd, J=8.2, 8.2, 2.5 Hz, 1H); 6.95 (ddd, J=9.5, 2.5, 0.0 Hz, 1H); 2.67 (s, 3H).

According to the analysis of related databases, 452-63-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2004/110996; (2004); 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. 452-63-1, name is 1-Bromo-4-fluoro-2-methylbenzene, A new synthetic method of this compound is introduced below., category: bromides-buliding-blocks

Step 1 A 1-L, three-neck, round bottom flask equipped with a magnetic stirrer and thermometer was purged with nitrogen and charged with anhydrous THF (120 mL), palladium acetate (860 mg 3.83 mmol) and sodium tert-butoxide (11.20 g, 116.5 mmol). The mixture was stirred for 15 min. until the sodium tert-butoxide dissolved. Tri-tert butylphosphine (1.45 g, 7.16 mmol), 2-bromo-5-fluorotoluene (10.50 mL, 83.36 mmol) and 1-tert-butoxycarbonyl-4-piperidone (15.10 g 75.78 mmol) were added, and the reaction was slowly heated at 45-50 C. over a period of 4 hr. The reaction mixture was poured into a solution of sodium bicarbonate (15.0 g) in water (500 mL) and extracted with EtOAc (800 mL). After the organic layer was separated and dried over sodium sulfate, the reaction mixture was concentrated under reduced pressure on a rotary evaporator to dryness to afford 20.0 g of oil. This oil was purified on silica gel flash column and eluted with 15% EtOAc-85% hexane giving 12.8g (56%) of 1-tert-butoxycarbonyl-3-(2-methyl-4-fluoro-phenyl)-4-piperidone as oil which became a solid upon standing at room temperature. GC/MS m/e 307 (M+), RT=4.87 minutes; 1H-NMR (CDCl3); delta 0.68 (t, 3H), (1.4s, 9H), 2.0(s, 3H), 2.6(m, 2H), 3.3(m, 2H), 3.8(m, 1H), 4.3(m, 2H), 6.8 (m 2H), 7.0(m, 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; Pfizer Inc; US2005/256164; (2005); 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. 452-63-1, name is 1-Bromo-4-fluoro-2-methylbenzene, A new synthetic method of this compound is introduced below., name: 1-Bromo-4-fluoro-2-methylbenzene

Step 1: A mixture of 2-bromo-5-fluorotoluene (2.0 g, 11 mmol), acrylamide (1.5 g, 21 mmol), P(o-tolyl)3 (320 mg, 1.1 mmol), and Et3N (2.9 mL, 21 mmol), in toluene (25 mL) was deoxygenated by bubbling a stream of Ar through the solution for 15 minutes. Palladium(II) acetate (120 mg, 0.53 mmol) was added to the reaction mixture, and a stream of Ar was again passed through the mixture for 15 minutes. The reaction was heated to 140 C. for 2.25 hours, then cooled to ambient temperature, diluted with EtOAc, and filtered through Celite. The filtrate was washed with H2O, 1N HCl, H2O, dried (Na2SO4), filtered, and concentrated under reduced pressure to give amide 78 (1.7 g, 86%) which was used without further purification: 1H NMR (500 MHz, DMSO-d6): ?7.60-7.52 (m, 3H), 7.15-7.04 (m, 3H), 6.46 (d, J=16 Hz, 1H), 2.37 (s, 3H).

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; Nikam, Sham Shridhar; Scott, Ian Leslie; Sherer, Brian Alan; Wise, Lawrence David; US2003/236252; (2003); A1;,
Bromide – Wikipedia,
bromide – Wiktionary