Month: February 2021

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

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. 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, A new synthetic method of this compound is introduced below., Safety of 4-(4-Bromophenyl)dibenzo[b,d]furan

In a dry 2L three-necked flask, 26.5 g (81 mmol, 1.1 eq.) of Intermediate-1 obtained in Reaction Formula 1 and 23.8 g (73.6 mmol, 1.0 eq.) of 4-(4-bromophenyl)-dibenzofuran were added. Then add dried and degassed 1000 ml of toluene as a solvent. Pass nitrogen for 15 minutes. Then add 10.6 g (110.4 mmol, 1.5 eq.) sodium tert-butoxide, A toluene solution (m/v, 10percent) of 1.3 g (2percent mol) of catalyst Pd2(dba)3 and 6.0 ml (4percent mol) P(t-bu)3. The temperature was raised to 90¡ãC and the reaction was carried out for 1.5 hours. After the reaction was completed, the mixture was cooled to room temperature, adsorbed on activated charcoal, suction filtered, and the solvent was removed by spin-drying. Recrystallization from toluene and ethanol gave 30.6 g of Intermediate 2 in 73percent yield.

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; Nanjing Gao Guang Semiconductor Materials Co., Ltd.; Jin Zhenyu; Qian Chao; Wang Xiaowei; Dai Peipei; (37 pag.)CN108101896; (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 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

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 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. 2924-09-6, name is 5-Bromo-2-fluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 5-Bromo-2-fluoroaniline

Intermediate 47 5-Bromo-8-fluoroquinoline A mixture of 5-bromo-2-fluoroaniline (commercially available, for example, from Fluorochem) (21.45 g, 113 mmol) and 6M hydrochloric acid (90 ml) at -50 0C was treated with toluene (150 ml). The mixture was warmed to -60 0C and acrolein (15.1 ml, 226 mmol) was added slowly over 20 min.The mixture was then heated at reflux for 1 h 45 min. The cooled mixture was made alkaline with1OM NaOH aq and extracted with EtOAc. The extracts were washed with brine, dried and evaporated to give a brown oil that was purified by flash column chromatography on silica using mixtures of EtOAc and cyclohexane (1 :9 to 1 :6 ratio) as eluent. Evaporation of the solvent from appropriate fractions gave the title compound (6.69 g). LCMS RT= 2.84 min, ES+ve m/z 226/228[M+H]+.

The synthetic route of 2924-09-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; GORE, Paul Martin; HANCOCK, Ashley, Paul; HODGSON, Simon Teanby; WO2010/94643; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 2695-47-8,Some common heterocyclic compound, 2695-47-8, name is 6-Bromo-1-hexene, molecular formula is C6H11Br, 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.

Step A: Preparation of 2,2,2-trifluoro-N-(hex-5-enyl)-N-methylacetamide 31a. Sodium hydride (60% dispersion in mineral oil, 31.5 g, 1.28 eq.) was slowly added under nitrogen atmosphere to a solution of N-methyl-2,2,2-trifluoroacetamide (100 g, 1.28 eq.) in DMF (500 mL) at 0 C. The reaction mixture was stirred for 90 min at 0 C., and then 6-bromo-1-hexene (100 g, 1 eq.) was added dropwise over 45 min. The reaction mixture was allowed to warm up to room temperature, and stirred for 3 days at room temperature. The reaction mixture was then poured into water and extracted tree time with EtOAc. The combined organics layers were dried over anhydrous sodium sulphate and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel to produce compound 31a as colorless oil in 56% yield. 1H NMR (DMSO-d6, 400 MHz) delta 1.27-1.38 (m, 2H), 1.48-1.60 (m, 2H), 2.00-2.06 (m, 2H), 2.93-3.07 (2m, 3H), 3.35-3.40 (m, 2H), 4.92-5.04 (m, 2H), 5.73-5.83 (m, 1H).

The synthetic route of 2695-47-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Idenix Pharmaceuticals, Inc.; US2009/202480; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

73918-56-6, name is 2-(4-Bromophenyl)ethanamine, 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. Quality Control of 2-(4-Bromophenyl)ethanamine

Intermediate 991 ,1 -Dimethylethyl [2-(4-bromophenyl)ethyl]carbamate Bis(1 ,1 -dimethylethyl) dicarbonate (240 mg, 1.100 mmol) was added to a mixture of [2-(4- bromophenyl)ethyl]amine 2-(4-bromophenyl)ethanamine (200 mg, 1 .000 mmol) and DIPEA (0.524 mL, 3.00 mmol) in dichloromethane (DCM) (5 mL). The resulting mixture was stirred under nitrogen at room temperature for 2 h then concentrated in vacuo. The residue was partitioned between AcOEt (20 mL) and water (15 mL) and the layers were separated. The aqueous phase was extracted with AcOEt (15 mL). The combined organic phases were washed with brine (15 mL), dried over MgS04 and concentrated in vacuo. Purification of the residue by flash chromatography on silica gel (gradient: 5 to 25% AcOEt in hexanes) gave 1 ,1 -dimethylethyl [2-(4-bromophenyl)ethyl]carbamate (256mg, 0.853mmol, 85%) as a white solid.LCMS (method G): Retention time 1.22 min, [M+H-t-Bu]+ = 244.0 (1 Br)

The synthetic route of 73918-56-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE LLC; DEMONT, Emmanuel, Hubert; GARTON, Neil, Stuart; GOSMINI, Romain, Luc, Marie; HAYHOW, Thomas, George, Christopher; SEAL, Jonathan; WILSON, David, Matthew; WOODROW, Michael, David; WO2011/54841; (2011); 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 7745-91-7 as follows. Product Details of 7745-91-7

(TrifluoromethvDBenzamide (Intermediate 33″)33[0232] To a solution of 3-bromo-4-methylbenzenamine (0.82 g, 4.4 mmol) in anhydrous CH2Cl2 (40 mL) was added 3-(trifluoromethyl)benzoyl chloride (0.72 ml, 4.85 mmol) and triethylamine (2.5 ml, 17.6 mmol). The mixture was stirred overnight at room temperature. The saturated NaHCCb (80 mL) was added and the mixture was stirred for 5 min. The organic layer was separated and aqueous was extracted with CH2CI2 (3 x 20 mL). The combined organic solution was dried (Na2SO4). The solvent was removed in vacuo. The title compound was afforded as a yellow solid (1.48 g, 94%).

According to the analysis of related databases, 7745-91-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TARGEGEN, INC.; WO2008/8234; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 445-02-3, 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. 445-02-3, name is 4-Bromo-2-(trifluoromethyl)aniline, This compound has unique chemical properties. The synthetic route is as follows.

Step A: N-(4-Bromo-2-trifluoromethyl-phenyl)-3,3-dimethylbutanamide 3,3-Dimethylbutanoyl chloride (617 mg, 0.64 mL, 4.6 mmol) was added to a solution of 4-Bromo-2-trifluoromethyl-phenylamine (1.0 g, 4.16 mmol) in acetonitrile (10 mL). The reaction mixture was stirred at room temperature overnight. Water was added to the mixture and the precipitate formed collected to give the title compound as a powder (1.1 g, 79% yield).

The chemical industry reduces the impact on the environment during synthesis 4-Bromo-2-(trifluoromethyl)aniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Valeant Pharmaceuticals North America; US2008/139610; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 89359-54-6, These common heterocyclic compound, 89359-54-6, name is 9-Bromo-1-nonene, 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 flame dried 500 mL RB flask, freshly activated Mg turnings (9 g) were added and the flask was equipped with a magnetic stir bar, an addition funnel and a reflux condenser. This set-up was degassed and flushed with argon and 100 mL of anhydrous ether was added to the flask via syringe. The bromide 3 (51.3 g, 250 mmol) was dissolved in anhydrous ether (100 mL) and added to the addition funnel. About 5 mL of this ether solution was added to the Mg turnings while stirring vigorously. An exothermic reaction was noticed (to confirm/accelerate the Grignard reagent formation, 5 mg of iodine was added and immediate decolorization was observed confirming the formation of the Grignard reagent) and the ether started refluxing. The rest of the solution of the bromide was added dropwise while keeping the reaction under gentle reflux by cooling the flask in water. After the completion of the addition the reaction mixture was kept at 35 C for 1 hour and then cooled in ice bath. Ethyl formate (9 g, 121 mmol) was dissolved in anhydrous ether (100 mL) and transferred to the addition funnel and added dropwiseto the reaction mixture with stirring. An exothermic reaction was observed and the reaction mixture started refluxing. After the initiation of the reaction the rest of the ethereal solution of formate was quickly added as a stream and the reaction mixture was stirred for a further period of 1 h at ambient temperature. The reaction was quenched by adding 10 mL of acetone dropwise followed by ice cold water (60 mL). The reaction mixture was treated with aq. H2S04 (10 % by volume, 300 mL) until the solution became homogeneous and the layers were separated. The aq. phase was extracted with ether (2×200 mL). The combined ether layers were dried (Na2S04) and concentrated to afford the crude product which was purified by column (silica gel, 0-10% ether in hexanes) chromatography. The product fractions were evaporated to provide the pure product 249 as a white solid (30.6 g, 90%). 1H NMR (400 MHz, CDC13) delta 7.26 (s, 1H), 5.81 (ddt, J = 16.9, 10.2, 6.7 Hz, 8H), 5.04 – 4.88 (m, 16H), 3.57 (dd, J = 7.6, 3.3 Hz, 4H), 2.04 (q, J = 6.9 Hz, 16H), 1.59 (s, 1H), 1.45 (d, J = 7.5 Hz, 8H), 1.43 – 1.12 (m, 94H), 0.88 (t, J = 6.8 Hz, 2H). 13C NMR (101 MHz, cdcl3) delta 139.40, 114.33, 77.54, 77.22, 76.90, 72.21, 37.70, 34.00, 29.86, 29.67, 29.29, 29.12, 25.85.

The synthetic route of 89359-54-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALNYLAM PHARMACEUTICALS, INC.; MAIER, Martin; JAYARAMAN, Muthusamy; AKINC, Akin; MATSUDA, Shigeo; KADASAMY, Pachamuthu; RAJEEV, Kallanthottathil, G.; MANOHARAN, Muthiah; WO2013/86354; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary