Tag: M.W=100-200

Reference of 10485-09-3, These common heterocyclic compound, 10485-09-3, name is 2-Bromoindene, 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.

Tert-butyllithium (48.5 ml, 93.0 mmol, 3 eq.) Was added dropwise to a solution of 2-bromoindene (6.00 g, 31.0 mmol, 1 eq.) In 200 ml of anhydrous ether at -80 C. The resulting mixture was heated to -20 C, and a solution of CuCN (0.27 g, 3.10 mmol, 0.1 equivalent) and LiCl (0.26 g, 6.20 mmol, 0.2 equivalent) in 20 ml of THF was added dropwise. After the solid is completely dissolved, add a portion of chlorodimethyl (2,3,4,5, -tetramethylcyclopenta-2,4-dienyl) silane (6.60 g, 31.0 mmol, 1 equivalent), and The reaction mixture was slowly warmed to a warm temperature and stirred overnight. The resulting mixture was poured into water, the organic layer was separated, and the aqueous layer was extracted with ether. The combined organic phases were dried over anhydrous sodium sulfate and then evaporated to dryness. The residue was purified by preparative HPLC (Waters 2525 pump; Waters 996 PDA detector (UV-Vis); chromatographic column: Phenomenex LinaC18 (2) 50 × 250 mm, 10 um; eluent: MeCN, 100 ml / min). As a yellow oil, 2.30 g (28%) of the title product was obtained.

The synthetic route of 10485-09-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SABIC Worldwide Technology Co., Ltd.; N ·H·fulaidelichisi; A ·weiduoliya; R ·xipuluo; V ·buxike; I ·bolisuofu; B ·A·gujifu; D ·Y·muladantesaifu; M ·I·xialikefu; D ·wubosiji; A ·wosikebonikefu; H ·keen; (16 pag.)CN110650964; (2020); A;,
Bromide – Wikipedia,
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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 656-64-4 as follows. HPLC of Formula: C6H5BrFN

Compound IV (10g, 61.53mmol) was dissolved in ethanol (300 mL), add 3-bromo-4-fluoroaniline (. 1-V)(12.86 g, 67.68mmol), plus NaHC03. 3(12.92 g, 153.83mmol) Dissolved in 150mL water solution, heated to 60 ,TLC detection reaction, to be complete after the reaction of compound IV to stop the reaction.The solvent was distilled off under reduced pressure, the residue was extracted with ethyl acetate (100 mL)was dissolved, washed three times (30mL × 3), washed twice with saturated NaCl (30mL × 3), dried over anhydrous of Na2SO. 4dried overnight, solvent was distilled off under reduced pressure Recrystallization from ethyl acetate / n-hexane gave 8.03 g of a slightly yellow solid, 41.3% yield,

According to the analysis of related databases, 656-64-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; China Pharmaceutical University; Zhu Qihua; Fang Shengyang; Duan Qizhu; Xu Yungen; Jiang Zhenzhou; Heng Hao; Zhang Luyong; (15 pag.)CN106967004; (2017); A;,
Bromide – Wikipedia,
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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. 656-64-4, name is 3-Bromo-4-fluoroaniline, A new synthetic method of this compound is introduced below., Formula: C6H5BrFN

To a 500 mL three-necked flask was placed HS-VI (14.9 g), 1,4-dioxane (100 mL), water (100 mL), and warmed to 50 C. 3-Bromo-4-fluoroaniline (11.4 g) was added, and the mixture was stirred at 50 to 60 C for 10 minutes. Sodium bicarbonate (7.7 g) was dissolved in water (100 mL), and slowly added dropwise to the reaction flask, and the internal temperature was controlled at 50 to 60 C, and the addition was completed in 0.5 hour. Stirring was continued for 1 hour and the reaction was completed. The oil bath was removed, cooled to room temperature, ethyl acetate (200 mL) was added and stirred for 10 min. The aqueous layer was extracted once with ethyl acetate, the organic layers were combined, washed once with brine, dried over sodium sulfate, filtered, and concentrated to give 21.5 g of a yellow solid, a yield of 89.7%.

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; Shanghai Hansen Bio-pharmaceutical Technology Co., Ltd.; Liu Fuping; Zhang Jingtao; Wu Liyuan; Sun Changan; Bao Rudi; (33 pag.)CN109956914; (2019); A;,
Bromide – Wikipedia,
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Reference of 556-96-7, 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 556-96-7 as follows.

General procedure: Styrene (5.0 mmol), aryl halide (5.0 mmol), potassium carbonate(10.0 mmol) and the palladium complex (0.003 mmol) weremixed in methanol (20 ml) and refluxed for 2 h as mentioned inTable 5. At the end of the reaction solvent was evaporated andthe residue was poured into water and extracted in diethyl ether,dried over anhydrous Na2SO4 and pass through 12// silica column (60-120 mesh). After evaporation of the ether, solid pure productswere obtained. The yields of the products obtained from all thereactions were determined after isolation and characterized by1H NMR spectra (Table 5).

According to the analysis of related databases, 556-96-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Das, Uttam; Pattanayak, Poulami; Patra, Debprasad; Brandao, Paula; Felix, Vitor; Chattopadhyay, Surajit; Polyhedron; vol. 110; (2016); p. 165 – 171;,
Bromide – Wikipedia,
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4333-56-6, name is Bromocyclopropane, 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. Product Details of 4333-56-6

Step (i) of Example W1: 4-Cyclopropylmethylpyridine A solution of 19.5 ml (200 mmol) of 4-picoline in tetrahydrofuran (120 ml) was cooled to -78C. Lithium diisopropylamide (2 M heptane, tetrahydrofuran, ethylbenzene solution) (200 ml) was added dropwise to the cooled solution over a period of 20 min. The mixture was then stirred at -40C for 20 min and was cooled to -78C. Cyclopropylbromide (16.0 ml, 200 mmol) was added dropwise to the reaction solution over a period of 25 min, and the mixture was stirred at -78C for one hr. The reaction solution was then added to 300 ml of a saturated aqueous ammonium chloride solution, and the mixture was satisfactorily washed with 100 ml of water. The solution was extracted twice with 200 ml of ethyl acetate, and the extract was dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated, and the residue was distilled under the reduced pressure (8 mmHg, 86 to 87C). The distillation residue was purified by column chromatography on silica gel (hexane : ethyl acetate = 70 : 30) to give 17.6 g (yield 66%) of the title compound. 1H-NMR (400 MHz, CDCl3) delta: 0.19-0.25 (2H, m), 0.55-0.61 (2H, m), 0.93-1.04 (1H, m), 2.54 (2H, d, J = 7.1 Hz), 7.17-7.22 (2H, m), 8.47-8.52 (2H, m). MS (FAB) m/z 134 [M+H]+.

The synthetic route of 4333-56-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Meiji Seika Kaisha Ltd.; EP2151447; (2010); A1;,
Bromide – Wikipedia,
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Reference of 583-75-5,Some common heterocyclic compound, 583-75-5, name is 4-Bromo-2-methylaniline, molecular formula is C7H8BrN, 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 4-bromo-2-methylaniline (0.0268 mol), intermediate E3, palladium (0) acetate (0.00537 mol), tri-o-tolylphosphine (0.0268 mol) and acrylonitrile (0.0896 mol) in triethylamine (0.107 mol) and acetonitrile (70 ml) was stirred at 140C in a stainless-steel bomb for 18h. After cooling, the mixture was filtered over celite and the filtrate was poured in water and extracted with CH2Cl2. The organic layer was dried over magnesium sulfate, filtered and the solvent evaporated. The residue was purified by column EPO chromatography over silica gel (eluent: CHiCyCyclohexane 50/50; 35-70 mum). The pure fractions were collected and the solvent evaporated. Yield: 3.2 g of intermediate F3 (75 %, melting point : 105C)

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

Reference:
Patent; TIBOTEC PHARMACEUTICALS LTD.; ARTS, Frank Xavier Jozef Herwig; WO2006/45828; (2006); A1;,
Bromide – Wikipedia,
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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 111721-75-6 as follows. Formula: C6H5BrFN

General procedure: Method I. Compounds 1a-1e and 3b were synthesized using a modified procedure.1 Substituted aniline (1.0 equiv.) was added to a round-bottom flask. The flask was fitted with a rubber septum and purged with nitrogen gas, and acetic anhydride (1M in CH2Cl2, 1.1 equiv.) was added at room temperature. The reaction was refluxed overnight and monitored by TLC. Upon completion the reaction mixture was quenched with H2O. The resulting mixture was extracted with CH2Cl2. The combined organic layers were washed with brine, dried over anh. Na2SO4, filtered, then concentrated in vacuo to give the product.

According to the analysis of related databases, 111721-75-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lasing, Thitiya; Phumee, Atchara; Siriyasatien, Padet; Chitchak, Kantima; Vanalabhpatana, Parichatr; Mak, Kit-Kay; Hee Ng, Chew; Vilaivan, Tirayut; Khotavivattana, Tanatorn; Bioorganic and Medicinal Chemistry; vol. 28; 1; (2020);,
Bromide – Wikipedia,
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Some common heterocyclic compound, 134168-97-1, name is 3-Bromo-5-fluoroaniline, molecular formula is C6H5BrFN, 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. category: bromides-buliding-blocks

1000mL 4 neckround bottom flask was charged with 3-bromo-5-fluoroaniline 30.5 g (0.16 mole) and Pd (PPh3) 47.4 g (0.006mole) of potassium carbonate and 88.1 g (0.64 mole) and 1naphthylboronic acid put 32.7 g (0.19 mole), toluene was putinto 210 mL, 160 mL ethanol, 90 mL of water was refluxed for 12 hours. To complete the reaction, and the organic layer wasseparated and the water layer was extracted twice with 100 mL toluene. Formed organic layer was concentrated underreduced pressure and recrystallized with methanol to intermediate a3(27.4 g, 72.1%) was obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 134168-97-1, its application will become more common.

Reference:
Patent; SFC CO., LTD.; KIM, JEONG SOO; RYU, YEON KWON; KO, SANG WON; LEE, SU JIN; KIM, JI HWAN; PARK, JIN JOO; (44 pag.)KR2015/129486; (2015); A;,
Bromide – Wikipedia,
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Electric Literature of 1073-06-9, 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. 1073-06-9, name is 1-Bromo-3-fluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example A-3 4-(3-Fluoro-phenyl)-1H-indole To a mixture of 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indole (3, 2.43 g, 10 mmol), and 3-bromofluorobenzene (1.09 mL, 10 mmol) in THF (34 mL)) were added Palladium catalyst Pd(PPh3)4 (347 mg, 0.3 mmol) and the freshly prepared sodium hydroxide solution (1.20 g, 30 mmol in 14 mL water). The system was degassed and then charged with nitrogen. The degas procedure was repeated for three times. The mixture was stirred under nitrogen at 70 C. oil bath for 15 hours. TLC showed the completion of the coupling reaction. The mixture was cooled to room temperature, diluted with ethyl acetate, and separated from water layer. The ethyl acetate solution was washed by brine, dried over Na2SO4, and concentrated. The crude product was purified by a silica gel column eluding with hexanes-EtOAc (9:1) to provide 1.88 g (88%) of the product 4-(3-fluoro-phenyl)-1H-indole as a colorless syrup. 1H-NMR (400 MHz, DMSO-d6) delta 11.30 (br s, 1H, NH), 7.52 (m, 2H, aromatic), 7.45 (m, 3H, aromatic), 7.20 (m, 2H, aromatic), 7.12 (m, 1H, aromatic), 6.55 (m, 1H, aromatic). MS m/z 212 [M++1].

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

Reference:
Patent; Sugen, Inc.; US2003/69297; (2003); 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. 348-57-2, name is 1-Bromo-2,4-difluorobenzene, A new synthetic method of this compound is introduced below., Product Details of 348-57-2

1-Bromo-2,4-difluoro-5-nitrobenzene: To a 0° C. mixture of 1-bromo-2,4-difluorobenzene (20.0 g, 11.7 mL, 0.100 mol) and H2SO4 (76.8 mL) was added HNO3 (68.0 mL) over 45 min at such a rate that the internal temperature was <7° C. The resulting mixture was stirred for 1 h at 0° C., poured into ice water (400 mL), stirred vigorously for 2-3 min and extracted with CH2Cl2 (400 mL). The organic layers were washed with brine (1.x.500 mL), dried over Na2SO4, filtered and evaporated to give the product as a yellow oil (23.5 g, 95percent yield). 1H NMR (CDCl3) delta 8.39 (t, J=7.2 Hz, 1H), 7.14 (ddd, J=0.3, 7.8, 9.9 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; H. Lundbeck A/S; US2006/79524; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary