Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 129316-09-2, name is 1,3-Dibromo-5-(tert-butyl)benzene, 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 129316-09-2, Formula: C10H12Br2

Step 1 : 3-(3-bromo-5-(teit-butyl)ohenvnoxetan-3-ol (P29a)To a solution of 1 ,3-dibromo-5-(terf-butyl)benzene (316 mg, 1.05 mmol) in dry THF (15 mL), n- BuLi (1 mL, 2.5M) was added dropwise under N2 at -78C. The mixture was stirred at this temperature for 1h. Then oxetan-3-one (91 mg, 1.27 mmol) was added and the mixture was stirred at rt overnight, diluted with aq. NH4CI (20 mL) and extracted with EA. The combined organic layers were washed with brine, dried over Na2S04 and concentrated to give the product P29a (120 mg, 40%) as a yellow solid.

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, 1,3-Dibromo-5-(tert-butyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PHENEX PHARMACEUTICALS AG; STEENECK, Christoph; KINZEL, Olaf; GEGE, Christian; KLEYMANN, Gerald; HOFFMANN, Thomas; WO2012/139775; (2012); 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 59557-90-3 as follows. Safety of 4-Bromo-3,5-dimethylaniline

To a solution of cat. (0.36 g) in H2O2 (5.6 g). This was followed by the addition of a solution of 4-bromo-3,5-dimethylbenzenamine (2 g, 8.26 mmol) in methanol (8 mL) which was added dropwise with stirring, while maintaining the temperature of 0-20 C. To the mixture was added methanol (8 mL). To the above was added H2O2 (7.9 g) dropwise with stirring, while cooling to a temperature of 0-10 C. The resulting solution was allowed to react, with stirring, for 3 hours while the temperature was maintained at room temperature. The resulting solution was extracted three times with 50 mL of CH2Cl2 and the combined organic layers were dried over Na2SO4 and concentrated in vacuo. The residue was purified by column chromatography eluting with 1:100 EtOAc/petroleum ether to afford the title compound (1.6 g) as a white solid.

According to the analysis of related databases, 59557-90-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kalypsys, Inc.; US2005/234046; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 2862-39-7, 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. 2862-39-7, name is 2-Bromo-N,N-dimethylethanamine hydrobromide belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of intermediate 252 (0.76 g, 4.17 mmol), K2CO3 (1.10 g, 7.96 mmol) and 2- bromo-N,N-dimethylethylamine hydrobromide (1.13 g, 4.61 mmol) in DMF (8 mL) was stirred in a sealed tube at 120 C using one single mode microwave (Biotage Initiator EXP 60) with a power output ranging from 0 to 400 W for 60 min. [fixed hold time]. This reaction was performed at 150 C for 15 min then K2CO3 added 150 C for 70 min. Water was added and this mixture was extracted twice with EtOAc. The organic layer was decanted and the solvent was evaporated until dryness. This residue was purified by column chromatography on silica gel (Irregular SiOH, 40 muiotaeta, 40 g, mobile phase: heptane/EtOAc, gradient from 80:20 to 60:40). The pure fractions were collected and the solvent was evaporated until dryness to give 240 mg of a mixture of intermediates 253 & 254 (29% yield) used as it in the next step. This purification was performed with 95% DCM, 5% MeOH (+10% NH4OH) to 85% DCM, 15% MeOH (+10% NH4OH). The pure fractions were collected and the solvent was evaporated until dryness to give 450 mg of a mixture of intermediates 261 & 262 (42% yield) directly used as it in the next step and a mixture of intermediates 253 & 254 also directly used in the next step.

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-N,N-dimethylethanamine hydrobromide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; STANSFIELD, Ian; QUEROLLE, Olivier, Alexis, Georges; LIGNY, Yannick, Aime, Eddy; GROSS, Gerhard, Max; JACOBY, Edgar; MEERPOEL, Lieven; GREEN, Simon, Richard; HYND, George; KULAGOWSKI, Janusz, Jozef; MACLEOD, Calum; MANN, Samuel, Edward; (472 pag.)WO2018/2217; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 337915-79-4, name is 5-Bromo-N1-methylbenzene-1,2-diamine, molecular formula is C7H9BrN2, 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. SDS of cas: 337915-79-4

[00320] To a solution of 5-bromo-Nl-methylbenzene-l,2-diamine (7.4 g, 37 mmol) in trimethyl orthoformate (100 mL) was added p-toluenesulfonic acid (0.36g, 1.9 mmol). The reaction mixture was heated at 100 C for 4 h, cooled, concentrated, dissolved in ethyl acetate, washed with brine, dried over sodium sulfate and concentrated. The crude product was used in next step without further purification. (7.3 g, yield 93%) MS (ESI+) e/z: 212.1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 337915-79-4, its application will become more common.

Reference:
Patent; EPIZYME, INC.; DUNCAN, Kenneth, W.; CHESWORTH, Richard; BORIACK-SJODIN, Paula, Ann; MUNCHHOF, Michael, John; WO2014/100734; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 626-40-4, These common heterocyclic compound, 626-40-4, name is 3,5-Dibromoaniline, 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.

1000mL 4 neckround bottom flask was charged with 3,5-dibromoaniline (3,5Dibormoaniline)40 g (0.16 mole) and Pd (PPh3)47.4 g (0.006 mole) of potassium carbonate and 88.1 g (0.64 mole) and phenylboronic into the acid 46.6 g (0.0.38 mole), 320mL of toluene put, 160 mL ethanol, 120 mL water was refluxed for 12 hours. To complete the reaction, and the organic layerwas separated and the water layer was extracted twice with 100 mL toluene. Formed organic layer was concentrated underreduced pressure and recrystallized with methanol to intermediate a5(30 g, 76.7%) was obtained.

Statistics shows that 3,5-Dibromoaniline is playing an increasingly important role. we look forward to future research findings about 626-40-4.

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,
bromide – Wiktionary

Related Products of 73918-56-6, 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. 73918-56-6 name is 2-(4-Bromophenyl)ethanamine, 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.

Dissolve p-bromophenethylamine (2.0 g, 10 mmol) in a 100 mL round bottom flask under ice bathAfter dissolving 20 mL of dichloromethane, triethylamine (3.0 g, 30 mmol) was added, and then di-tert-butyl dicarbonate (3.3 g) was gradually added dropwise.20 mL of a solution of 15 mmol) of dichloromethane (DCM) was allowed to react at room temperature for 6 hours after the addition. After the reaction is completed, the solvent is distilled off under reduced pressure.40 mL of water was added, and the mixture was extracted with ethyl acetate. Distill the solvent and then silica gel column chromatographyFrom purification, eluent: petroleum ether (PE) / ethyl acetate (EA) = (20:1). A white solid (2.7 g, 90%) was obtained.

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

Reference:
Patent; Lanzhou University; Zhang Haoli; Zhang Yupeng; Chen Lichuan; Xu Zhuguo; (25 pag.)CN108794490; (2018); A;,
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 25017-13-4 as follows. Formula: C8H8BrF

General procedure: A test tube equipped with a stir bar was charged with (S)-tert-butyl piperidin-3-ylcarbamate (205 mg, 1.02 mmol) and potassium carbonate (281 mg, 2.03 mmol). 1-(2-Bromoethyl)-2-fluorobenzene (170 muL, 1.22 mmol) and acetonitrile (3.0 mL) were added, and the mixture was heated in an 80 C oil bath. After heating overnight (~18 h), the reaction was partitioned between EtOAc and H2O, and the aqueous layer was extracted with EtOAc. The combined organics were concentrated under reduced pressure. The crude material was purified by silica gel chromatography (Rf in 60:40 hexanes:EtOAc = 0.24) to give the product as a colorless, viscous oil that slowly crystallized on standing (238 mg, 72%).

According to the analysis of related databases, 25017-13-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Hennessy, Edward J.; Saeh, Jamal C.; Sha, Li; MacIntyre, Terry; Wang, Haiyun; Larsen, Nicholas A.; Aquila, Brian M.; Ferguson, Andrew D.; Laing, Naomi M.; Omer, Charles A.; Bioorganic and Medicinal Chemistry Letters; vol. 22; 4; (2012); p. 1690 – 1694;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 4549-33-1, name is 1,9-Dibromononane, 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 4549-33-1, Product Details of 4549-33-1

General procedure: To a stirred solution of n-dibromoalkane (1 equiv.) in anhydrous THF (0.1M) under an argon atmosphere was added tert-BuOK (1.15 equiv.) in portionwise over 30 min. After being stirred under reflux for 16h, the reaction was cooled and subsequently quenched with water. The resulting mixture was then diluted with diethylether, and the layers were separated. The aqueous layer was extracted several times with diethylether, and the combined organic layers were washed with brine, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The resultant crude product was purified by flash column chromatography over silica gel using petroleum ether as eluent to afford the desired product.

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, 1,9-Dibromononane, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Saied, Essa M.; Le, Thuy Linh-Stella; Hornemann; Arenz, Christoph; Bioorganic and Medicinal Chemistry; vol. 26; 14; (2018); p. 4047 – 4057;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 626-40-4, A common heterocyclic compound, 626-40-4, name is 3,5-Dibromoaniline, molecular formula is C6H5Br2N, 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.

3-Bromo-5-pyrazol-1-yl-phenylamine.To a solution of 3,5-dibromoaniline (0.50 g, 1.99 mmol) in DMSO (2.0 mL) was added sequentially L-Proline (0.041 g, 0.36 mmol), Cs2CO3 (1.16 g, 3.58 mmol), CuI (0.038 g, 0.20 mmol) and pyrazole (0.12 g, 1.80 mmol). The reaction mixture was degassed for 10 min and then heated to 11O0C for 48 h. After the completion of reaction (TLC monitoring), the reaction mixture was cooled to room temperature, added water and extracted with ethyl acetate (x 3). The combined organics was washed with water, dried (Na2SO4), filtered and concentrated. The residue was purified over silica gel (230-400 M, 15% EtOAc-Hexane) to get the desired compound (0.18 g, 37%).

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; PROLYSIS LTD.; WO2007/148093; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 54962-75-3,Some common heterocyclic compound, 54962-75-3, name is 3-Bromo-5-(trifluoromethyl)aniline, molecular formula is C7H5BrF3N, 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.

N-(3-bromo-5-(trifluoromethyl)phenyl)methane sulfonamide To a mixture of 3-amino-5-bromobenzotrifluoride (1.0 g, 4.17 mmol) in pyridine (10 mL) at 0-5 C. was added dropwise methanesulfonyl chloride (0.389 mL, 5 mmol). The reaction mixture was stirred at rt for 4 days. As the reaction was not completed, the reaction mixture was then heated in a microwave oven at 150 C. for 15 min. There was no evolution, so the reaction was stopped. The reaction mixture was concentrated until dryness, and the residue was co-evaporated with toluene. The residue was then diluted with a saturated aqueous solution of NaHCO3 and extracted with DCM. The organic layer was dried over MgSO4 and evaporated. Purification by Flash chromatography using CombiFlash Companion ISCO system (Redisep silica 12 g column, eluting with Cyclohexane/EtOAc 100:0 to 70:30) gave the title compound (1.05 g, 79% yield) as a white solid. 1H-NMR (400 MHz, DMSO-d6, 298 K): delta ppm 3.14 (s, 3H) 7.48 (s, 1H) 7.64 (s, 1H) 7.68 (s, 1H) 10.42 (s, 1H). MS(10): 316.3-318.2 [M-1]-.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Bromo-5-(trifluoromethyl)aniline, its application will become more common.

Reference:
Patent; NOVARTIS AG; COOKE, Nigel Graham; FERNANDES GOMES DOS SANTOS, Paulo Antonio; FURET, Pascal; HEBACH, Christina; HOGENAUER, Klemens; HOLLINGWORTH, Gregory; KALIS, Christoph; LEWIS, Ian; SMITH, Alexander Baxter; SOLDERMANN, Nicolas; STAUFFER, Frederic; STRANG, Ross; STOWASSER, Frank; TUFFILLI, Nicola; VON MATT, Anette; WOLF, Romain; ZECRI, Frederic; US2015/342951; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary