Month: June 2021

Synthetic Route of 51436-99-8, 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. 51436-99-8 name is 4-Bromo-2-fluorotoluene, 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.

Dried magnesium turnings (4.24 g, 0.55 mole) were stirred with a heavy stirrer bar under argon for 16 hours. A few crystals of iodine were added followed by a solution of 4-bromo-2- fluorotoluene (94.5 g, 0.5 mole) in tetrahydrofuran [THF] (200 ml). This addition took place over about 40 minutes and the solution was allowed to reflux during the addition. The resulting solution was stirred for 1 hour. 4-Bromobenzaldehyde (71.7 g 0.39 mole) in THF (200 ml) was cooled to 0C then treated with the above Grignard solution. The addition of the Grignard solution took place over 30 minutes and the resulting solution was stirred for 2 hours at room temperature. The reaction mixture was poured slowly into a solution of potassium sodium tartrate (10% solution, 1 L) and extracted with ethyl acetate (EtOAc). The organic solution was dried with brine and sodium sulfate and evaporated. Trituration with hexane gave the title compound (D1) as a white solid (71.8 g, 65%).’H NMR: 8 CDCI3 2.20 (1H, d), 2.24 (3H, m), 5.75 (1H, d), 6.98 (1H, s) 7.05 (1H, m), 7.16 (1H, m), 7.24 (2H, m) 7.47 (2H, m).

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

Reference:
Patent; GLAXO GROUP LIMITED; WO2005/51397; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 6911-87-1, name is 4-Bromo-N-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 6911-87-1, Computed Properties of C7H8BrN

General procedure: To a solution of bromobenzoyl chloride (2 mmol) was added the corresponding N-methylaniline (2 mmol) followed by Et3N (2 mmol) in CH2Cl2 (10 mL) at 0 C. After a few minutes, the ice bath was removed and the reaction mixture was warmed up to room temperature and stirred at room temperature overnight. The reaction mixture was extracted twice with CH2Cl2 (2 × 15 mL). The organic layer was dried over MgSO4, filtered and the solution was concentrated under reduced pressure. The residue was purified by silica gel column chromatography using hexanes and EtOAc as eluent or by trituration in a mixture of diethyl ether / petroleum ether to afford the desired compound.

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:
Article; Gargano, Emanuele M.; Allegretta, Giuseppe; Perspicace, Enrico; Carotti, Angelo; Van Koppen, Chris; Frotscher, Martin; Marchais-Oberwinkler, Sandrine; Hartmann, Rolf W.; PLoS ONE; vol. 10; 7; (2015);,
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. 3972-64-3, name is 1-Bromo-3-(tert-butyl)benzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C10H13Br

A 1.6M solution of”butyllithium (1.7 mL, 2.72 mmol) was added to a solution of dicyclohexylamine (0.52 mL, 2.61 mmol) in toluene (10 mL). After stirring for 5 min, a mixture of cisltrans isomers of 4-methyl-cyclohexanecarboxylic acid methyl ester (342 mg, 2.19 mmol) was added. After stirring for 10 min, 1-bromo-3-tert- butyl-benzene (428 mg, 2.01 mmol) and bis (tri-tert-butylphosphine) palladium (0) (52 mg, 102 umol) was sequentially added. After stirring for 20 h, the solution was diluted with 10percent aqueous hydrochloric acid, and extracted with diethyl ether. The combined organic extracts were dried over magnesium sulfate, filtered, and concentrated. The residue was flash chromatographed with 49: 1,24 : 1, and 23: 2 hexanes: ethyl acetate as the eluant to yield 484 mg (84percent yield) of a mixture of cisltrans isomers of 1- (3-tert-butyl-phenyl)-4-methyl-cyclohexanecarboxylic acid methyl ester as a light yellow oil. 1H NMR (300 MHz, CDC13) b 7.51 and 7.40 (t and m, J=1.9 Hz, 1H), 7.33-7. 13 (m, 3 H), 3.65 (s, 3 H), 2.62 (m, 2H), 1.77-1. 02 (broad m, 7 H), 1.30 (s, 9H), 0.91 (d, J=6.5 Hz, 3 H).

The synthetic route of 3972-64-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; WO2005/87751; (2005); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 57190-17-7, name is 2-Bromo-1,3-diisopropylbenzene, 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 57190-17-7, HPLC of Formula: C12H17Br

To a flask was added o-phenyldiamine (0.17 g, 1.6 mmol), (1-Bromo-2,6-diisopropylbenzene) (0.31 g, 1.3 mmol), Pd(t-Bu3P)2 (0.082 g, 0.16 mmol), NaOtBu G, 3.2 mmol) and toluene (11 mL). Reflux at 100C for 3 hours; The reaction mixture was cooled, filtered using dry silica, and washed with ethyl acetate. After drying all the solvent, the compound 1a was separated by Hx: EA = 4: 1 using column chromatography to obtain Compound 1a (0.21 g, 60%).

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-Bromo-1,3-diisopropylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LG Chemical Co., Ltd.; Lee, Hay Gyung; Jeon, Sang Jin; Lee, In Sun; Jung, Jae Yeop; (18 pag.)KR2015/85626; (2015); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene, 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 327-51-5, name: 1,4-Dibromo-2,5-difluorobenzene

To the solution of XLVII-1 (13.55 g, 50 mmol), in Et2O (150 mL) was added n-BuLi (2.5 N, 20 mL) at -78 C. The reaction mixture was stirred at -78 C. under Ar for 30 min and CO2 was bubbled into the solution. The mixture was warmed up to rt. The precipitate was collected by filtration and washed with Et2O. The obtained solid was treated with water and HCl (1N) to pH=2. The mixture was extracted with t-BuOMe. The combined organic layers were washed with brine, dried over MgSO4, and concentrated to afford XLVII-2 (10.0 g, yield 84.4%), which was used next step without purification.

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, 1,4-Dibromo-2,5-difluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Buckman, Brad Owen; Nicholas, John Beamond; Emayan, Kumaraswamy; Seiwert, Scott D.; US2014/200215; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 656-64-4, name is 3-Bromo-4-fluoroaniline, 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 656-64-4, name: 3-Bromo-4-fluoroaniline

3-bromo-4-fluoroaniline (415mg, 2.18mmol), cyclopropylboronic acid (244mg, 2.84mmol), Pd (OAc) 2 (25mg, 0.11mmol), tricyclohexylphosphine (61mg, 0.22mmol), Potassium phosphate (1.62g, 7.64mmol) was dissolved in toluene (12mL) and water (1mL), protected by argon, and reacted at 100 C for 16h. The raw materials disappeared. Cool to room temperature, add EA (20 mL), wash with saturated brine (20 mL × 2), wash with water (20 mL × 2), and column chromatography (P / E = 10: 1) to obtain 235 mg of brown oil, yield 71.2% .

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-Bromo-4-fluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Xu Boling; Chen Xiaoguang; Cui Guonan; Lai Fangfang; Zhou Jie; Ji Ming; Wang Xiaoyu; Du Tingting; Li Ling; Jin Jing; (144 pag.)CN110483366; (2019); A;,
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. 49764-63-8, name is 4,5-Dibromobenzene-1,2-diamine, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 4,5-Dibromobenzene-1,2-diamine

To a Schlenk flask containing a mixed solution of 1,4-dioxane and water (100 mL, 1,4-dioxane/water = 10/1, V/V) under nitrogen, sequentially added4,5-dibromo-o-phenylenediamine(1g, 3.76mmol),4-boronic acid triphenylamine(2.72g, 9.4mmol),K2CO3 (2.08 g, 15.04 mmol) and Pd(PPh3) 4 (87 mg, 0.075 mmol),The mixture was heated with stirring and allowed to react at 90 C overnight. After the reaction is completed, cool to room temperature.The reaction solution was poured into 100 mL of water and extracted with dichloromethane (DCM) (3×100 mL).The organic layer was collected and dried over anhydrous sodium sulfate.(petroleum ether/ethyl acetate, 2/1, V/V) afforded a pale yellow solid.That isN4,N4,N4″,N4″-tetraphenyl[1,1′:2′,1″-terphenyl]-4,4′,4″,5′-tetraamine(The compound of the formula A1 above, 1.79 g, 80%).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 49764-63-8.

Reference:
Patent; Soochow University (Suzhou); Ran Quan; Zhu Huifang; Fan Jian; (34 pag.)CN109928936; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 112734-22-2, The chemical industry reduces the impact on the environment during synthesis 112734-22-2, name is (4-Bromo-2-fluorophenyl)methanamine, I believe this compound will play a more active role in future production and life.

To a solution of ethyl 2-((2-fluorobenzyl)oxy)-4-formylnicotinate (2.10 g) obtained in Reference Example 183 and (4-bromo-2-fluorophenyl)methanamine (1.48 g) in methanol (13 mL)-THF (13 mL) was added magnesium sulfate (1.67 g) at room temperature, and the mixture was stirred under a nitrogen atmosphere at room temperature for 1 hr. The insoluble material was filtered off, and the filtrate was concentrated. To a solution of the residue in acetic acid (13 mL) was added sodium triacetoxyhydroborate (2.20 g) at room temperature, and the mixture was stirred under a nitrogen atmosphere at room temperature for 3 hr. The reaction mixture was diluted with saturated aqueous sodium hydrogen carbonate solution and ethyl acetate, and the organic layer was separated, washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated. The residue was purified by silica gel chromatography (hexane-ethyl acetate) to give the title compound (1.06 g). MS: [M+H]+ 445.0 1H NMR (300 MHz, CDCl3) delta 4.32 (2H, s), 4.76 (2H, s), 5.67 (2H, s), 6.93-7.20 (3H, m), 7.22-7.38 (4H, m), 7.71 (1H, t, J = 7.4 Hz), 8.27 (1H, d, J = 5.1 Hz).

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-fluorophenyl)methanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Takeda Pharmaceutical Company Limited; SUGIMOTO, Takahiro; NAKAMURA, Minoru; SAKAMOTO, Hiroki; SUZUKI, Shinkichi; YAMADA, Masami; KAMATA, Makoto; KOJIMA, Takuto; FUJIMORI, Ikuo; SHIMOKAWA, Kenichiro; EP2921480; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 937046-98-5, 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. 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

f. Preparation of Compound 407. To a dry, argon purged round bottom flask (100 mL) were added 7-bromo-pyrrolo[2, 1 – f][1 ,2,4]triazin-4-ylamine (234 mg, 1.10 mmol) (prepared according to WO2007056170) and anhydrous THF (1.5 mL). TMSCI (276 iL, 2.2 mmol) was then added and the reaction mixture stirred for 2 hours. The flask was placed into a dry ice/acetone bath (-78 C) and BuLi (2.5 mL, 4.0 mmol, 1.6M in hexanes) was added dropwise. After 1 hour, a solution of compound 406 (432.5 mg, 1.0 mmol) in THF was cooled to 0 C and then added to the reaction flask dropwise. After 1 hour of stirring at -78 C, the flask was warmed to 0 C and sat. NH4CI (5 mL) was added to quench the reaction. The organics were extracted using EtOAc (3 x 10 mL) and the combined organic layers were dried using MgS0 . The solvent was removed under reduced pressure and the crude material was purified using flash chromatography (hexanes / EtOAc). 560 mg (90 %) of compound 407 was isolated as a mixture of two anomers. LC/MS = 567.2 (M + H+). H NMR (300 MHz, CDCI3): delta 7.85 (m, 1 H), 7.27 (m, 15H), 7.01 (m, 1 H), 6.51 (m, 1 H), 4.66 (m, 8H), 4.40 (m, 2H), 3.79 (m, 3H), 1.62 (s, 2′-CH3 from the one anomer), 1.18 (s, 2′-CH3 from the other anomer).

The synthetic route of 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD SCIENCES, INC.; RAY, Adrian S.; WATKINS, William J.; LINK, John O.; OLDACH, David W.; DELANEY, IV, William E.; WO2013/40492; (2013); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 1647-26-3, These common heterocyclic compound, 1647-26-3, name is 1-Bromo-2-cyclohexylethane, 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 29A 2-(Trimethylsilyl)ethyl (1RS,2RS,5SR)-2-[4-(2-cyclohexylethoxy)benzoyl]-5-{[4-oxo-6-(trifluoromethyl)-1,2,3-benzotriazin-3(4H)-yl]methyl}cyclopentanecarboxylate (racemate) To a solution of 293 mg (0.36 mmol, 70% purity) of the compound from Example 14A in 2 ml of DMF under argon were added 49 mg (0.43 mmol) of potassium tert-butoxide. After stirring at RT for 5 min, 83 mg (0.44 mmol) of (2-bromoethyl)cyclohexane were added, and the mixture was stirred at bath temperature 100 C. for 2 h. After cooling to RT, 60 ml of water and 60 ml of ethyl acetate were added to the mixture. After separating the phases, the aqueous phase was extracted once with 30 ml of ethyl acetate. The combined organic phases were washed once with 80 ml of saturated sodium chloride solution, dried over sodium sulphate, filtered and concentrated. The residue was taken up in dichloromethane and purified by column chromatography (25 g of silica gel, eluent: cyclohexane/ethyl acetate 9:1). 124 mg (51% of theory, 100% purity) of the title compound were obtained. 1H-NMR (400 MHz, DMSO-d6): delta [ppm]=8.52 (s, 1H), 8.45 (s, 2H), 7.93 (d, 2H), 7.03 (d, 2H), 4.64-4.48 (m, 2H), 4.14-3.98 (m, 3H), 3.65-3.45 (m, 2H), 3.22 (t, 1H), 2.97-2.84 (m, 1H), 2.18-2.06 (m, 1H), 2.05-1.94 (m, 1H), 1.83-1.52 (m, 8H), 1.50-1.38 (m, 1H), 1.30-1.08 (m, 4H), 1.02-0.87 (m, 2H), 0.36-0.20 (m, 2H), -0.19 (s, 9H). LC/MS (Method 1, ESIpos): Rt=1.74 min, m/z=672 [M+H]+.

Statistics shows that 1-Bromo-2-cyclohexylethane is playing an increasingly important role. we look forward to future research findings about 1647-26-3.

Reference:
Patent; Bayer Pharma Aktiengesellschaft; BECK, Hartmut; LI, Volkhart Min-Jian; CANCHO GRANDE, Yolanda; TIMMERMANN, Andreas; BROHM, Dirk; JOeRISSEN, Hannah; BOGNER, Pamela; GERISCH, Michael; LANG, Dieter; (91 pag.)US2017/22171; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary